Product Name

  • Name

    Spermidine

  • EINECS 204-689-0
  • CAS No. 124-20-9
  • Article Data28
  • CAS DataBase
  • Density 0.906 g/cm3
  • Solubility Miscible with water, ethanol and ether.
  • Melting Point 23-25 °C
  • Formula C7H19N3
  • Boiling Point 246.57 °C at 760 mmHg
  • Molecular Weight 145.248
  • Flash Point 118.078 °C
  • Transport Information UN 2735 8/PG 2
  • Appearance Colorless clear liquid
  • Safety 26-36/37/39-45-27
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 124-20-9 (Spermidine)
  • Hazard Symbols CorrosiveC
  • Synonyms 1,4-Butanediamine,N-(3-aminopropyl)- (8CI,9CI);Spermidine (6CI);1,5,10-Triazadecane;1,8-Diamino-4-azaoctane;4-Azaoctane-1,8-diamine;N-(3-Aminopropyl)-1,4-butanediamine;N-(3-Aminopropyl)-1,4-diaminobutane;N-(3-Aminopropyl)-4-aminobutylamine;N-(4-Aminobutyl)-1,3-diaminopropane;Spermidine;
  • PSA 64.07000
  • LogP 1.45520

Synthetic route

4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane
143565-69-9

4-aza-1,3-bis(1,3-dibenzylhexahydro-2-oxo-1,3,5-triazin-5-yl)octane

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With piperidine In methanol at 65℃;90%
[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-carbamic acid tert-butyl ester
177085-34-6

[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-carbamic acid tert-butyl ester

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 60℃; for 12h;45%
N-(3-bromo-propyl)-butanediyldiamine

N-(3-bromo-propyl)-butanediyldiamine

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With ammonia
4-(2-cyano-ethylamino)-butyronitrile; hydrochloride

4-(2-cyano-ethylamino)-butyronitrile; hydrochloride

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With hydrogenchloride; platinum Hydrogenation;
N8-acetylspermidine dihydrochloride
34450-15-2, 120205-19-8

N8-acetylspermidine dihydrochloride

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With hydrogenchloride
N-(cyanoethyl)-1,4-diaminobutane
4748-73-6

N-(cyanoethyl)-1,4-diaminobutane

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With ammonia; hydrogen; nickel In ethanol
Spermine
71-44-3

Spermine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Trimethylenediamine
109-76-2

Trimethylenediamine

Conditions
ConditionsYield
With pyrroloquinoline quinone In water at 37℃; examination of PQQ oxidation effect; phosphate buffer (pH=7.2);
Spermine
71-44-3

Spermine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

1,4-diaminobutane
110-60-1

1,4-diaminobutane

C

acrolein
107-02-8

acrolein

Conditions
ConditionsYield
With phosphate buffer In water at 37℃; Product distribution; bovine serum amine oxidase; other polyamines;
kinetin
525-79-1

kinetin

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Spermine
71-44-3

Spermine

C

1,4-diaminobutane
110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
at 30℃; for 24h; effect on poliamine content and ratio in rice embryos of Oryza sativa;
(R)-(-)-abscisic acid
14398-53-9

(R)-(-)-abscisic acid

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Spermine
71-44-3

Spermine

C

1,4-diaminobutane
110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
at 30℃; for 24h; effect on poliamine content and ratio in rice embryos of Oryza sativa;
N1,N5-di-(E)-coumaroyl-spermidine
114916-04-0

N1,N5-di-(E)-coumaroyl-spermidine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

para-coumaric acid
7400-08-0

para-coumaric acid

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 4h;
With sodium hydroxide at 100℃; for 4h;
N5,N10-di-(E,E)-feruloylspermidine

N5,N10-di-(E,E)-feruloylspermidine

A

3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With sodium hydroxide at 100℃; for 4h;
With hydrogenchloride at 100℃; for 4h;
tetrahydroperiphylline
64482-04-8

tetrahydroperiphylline

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With potassium hydroxide Heating;
Spermine
71-44-3

Spermine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

propionaldehyde
123-38-6

propionaldehyde

C

Trimethylenediamine
109-76-2

Trimethylenediamine

Conditions
ConditionsYield
With NaPi buffer; oxygen at 37℃; for 0.166667h; catalase and polyamine oxidase presence, pH 6.5, other polyamines and acetylpolyamines, kinetic constants Km (μM) and Vmax (μmol H2O2 formed μg protein-1 min-1);
1-amino-4-<γ-bromo-propylamino>-butane

1-amino-4-<γ-bromo-propylamino>-butane

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With ethanol; ammonia at 100℃;
N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine
1111644-29-1

N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

N-ethyl-1,3-diaminopropane
10563-23-2

N-ethyl-1,3-diaminopropane

C

N-benzyl-1,3-diaminopropane
13910-48-0

N-benzyl-1,3-diaminopropane

D

N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

E

benzylamine
100-46-9

benzylamine

F

N1-(3-ethylaminopropyl)butane-1,4-diamine

N1-(3-ethylaminopropyl)butane-1,4-diamine

G

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

Conditions
ConditionsYield
With spermine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
With spermine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

N-(3-aminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Spermine
71-44-3

Spermine

C

N-ethyl-1,3-diaminopropane
10563-23-2

N-ethyl-1,3-diaminopropane

D

N1-(3-ethylaminopropyl)butane-1,4-diamine

N1-(3-ethylaminopropyl)butane-1,4-diamine

Conditions
ConditionsYield
With recombinant human polyamine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N(1)-(3-(ethylamino)propyl)butane-1,4-diamine trihydrochloride

N(1)-(3-(ethylamino)propyl)butane-1,4-diamine trihydrochloride

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

N-ethyl-1,3-diaminopropane
10563-23-2

N-ethyl-1,3-diaminopropane

C

1,4-diaminobutane
110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
With recombinant human polyamine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N1-(3-aminopropyl)-N4-(3-(benzylamino)propyl)butane-1,4-diamine

N1-(3-aminopropyl)-N4-(3-(benzylamino)propyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Spermine
71-44-3

Spermine

C

benzylamine
100-46-9

benzylamine

D

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

Conditions
ConditionsYield
With recombinant human polyamine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N1-(3-aminopropyl)-N4-(3-(benzylamino)propyl)butane-1,4-diamine

N1-(3-aminopropyl)-N4-(3-(benzylamino)propyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With spermine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

N-benzyl-1,3-diaminopropane
13910-48-0

N-benzyl-1,3-diaminopropane

C

1,4-diaminobutane
110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
With spermine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

N-{3-[(4-aminobutyl)amino]propyl}(phenylmethyl)amine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

1,4-diaminobutane
110-60-1

1,4-diaminobutane

Conditions
ConditionsYield
With recombinant human polyamine oxidase pH=9.5; Kinetics; pH-value; Reagent/catalyst; Enzymatic reaction;
Spermine
71-44-3

Spermine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

3-aminopropanal
352-92-1

3-aminopropanal

Conditions
ConditionsYield
Stage #1: Spermine With recombinant human flavin-dependent spermine oxidase at 25℃; for 0.00166667h; pH=8.3; aq. buffer; Inert atmosphere; Enzymatic reaction;
Stage #2: With oxygen at 25℃; pH=8.3; Kinetics; Mechanism; pH-value; Time; aq. buffer; Enzymatic reaction;
With recombinant mouse spermine oxidase at 25℃; pH=8.5; Kinetics; Reagent/catalyst; aq. phosphate buffer;
With Saccharomyces cerevisiae recombinant polyamine oxidase Fms1; water; oxygen at 25℃; pH=9.35; Kinetics; Reagent/catalyst; Concentration; Enzymatic reaction;
glutathionylspermidine disulfide

glutathionylspermidine disulfide

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

GLUTATHIONE
70-18-8

GLUTATHIONE

Conditions
ConditionsYield
With glutathionylspermidine synthetase/amidase; GSH reductase; water; NADP at 25℃; pH=7.3; aq. buffer; Enzymatic reaction;
N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine
1111644-29-1

N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: spermine oxidase / pH 9.5 / Enzymatic reaction
2: spermine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: recombinant human polyamine oxidase / pH 9.5 / Enzymatic reaction
2: spermine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: spermine oxidase / pH 9.5 / Enzymatic reaction
2: recombinant human polyamine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine
1111644-29-1

N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

Spermine
71-44-3

Spermine

C

N-ethyl-1,3-diaminopropane
10563-23-2

N-ethyl-1,3-diaminopropane

D

N1-(3-ethylaminopropyl)butane-1,4-diamine

N1-(3-ethylaminopropyl)butane-1,4-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: spermine oxidase / pH 9.5 / Enzymatic reaction
2: recombinant human polyamine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
1: recombinant human polyamine oxidase / pH 9.5 / Enzymatic reaction
2: recombinant human polyamine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine
1111644-29-1

N-(3-benzylaminopropyl)-N'-(3-ethylaminopropyl)butane-1,4-diamine

A

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

B

N-benzyl-1,3-diaminopropane
13910-48-0

N-benzyl-1,3-diaminopropane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: spermine oxidase / pH 9.5 / Enzymatic reaction
2: spermine oxidase / pH 9.5 / Enzymatic reaction
View Scheme
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

N1,N8-bis(tert-butoxycarbonyl)spermidine
83392-10-3

N1,N8-bis(tert-butoxycarbonyl)spermidine

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h;100%
In tetrahydrofuran at 0℃; for 4h; Inert atmosphere;95%
In tetrahydrofuran for 1h;86%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

N1,N8-Bis(2,3-bis(methyloxy)benzoyl)spermidine
78217-75-1

N1,N8-Bis(2,3-bis(methyloxy)benzoyl)spermidine

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In dichloromethane100%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

tert-butyl alcohol
75-65-0

tert-butyl alcohol

N1,N8-bis(tert-butoxycarbonyl)spermidine
83392-10-3

N1,N8-bis(tert-butoxycarbonyl)spermidine

Conditions
ConditionsYield
Stage #1: 1,1'-carbonyldiimidazole; tert-butyl alcohol With potassium hydroxide In toluene at 60℃; for 3h; Inert atmosphere;
Stage #2: N-(3-aminopropyl)-1,4-diaminobutane In toluene at 60℃; for 3h; Inert atmosphere;
100%
Stage #1: 1,1'-carbonyldiimidazole; tert-butyl alcohol With potassium hydroxide In toluene at 60℃; for 3h;
Stage #2: N-(3-aminopropyl)-1,4-diaminobutane In toluene at 60℃; for 3h;
20.22 g
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

benzyl cyanoformate
5532-86-5

benzyl cyanoformate

<3-<<4-(carboxyamino)butyl>amino>propyl>carbamic acid, dibenzyl ester
89965-56-0

<3-<<4-(carboxyamino)butyl>amino>propyl>carbamic acid, dibenzyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;99%
In dichloromethane at 0℃; for 2h;95%
In chloroform at 23℃; for 16h;71%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

N-tetradecanoyl-L-proline

N-tetradecanoyl-L-proline

C45H85N5O4

C45H85N5O4

Conditions
ConditionsYield
Stage #1: N-tetradecanoyl-L-proline With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 20℃; for 1.5h;
Stage #2: N-(3-aminopropyl)-1,4-diaminobutane In dichloromethane for 20h;
99%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

5-benzoyl-3-(cyclopent-1-en-1-yl)-5-phenyl-1,5-dihydro-4H-pyrazol-4-one

5-benzoyl-3-(cyclopent-1-en-1-yl)-5-phenyl-1,5-dihydro-4H-pyrazol-4-one

N1,N8-bis(benzoyl)spermidine
73038-07-0

N1,N8-bis(benzoyl)spermidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h; regioselective reaction;98%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

acetaldehyde
75-07-0

acetaldehyde

1-<4'-(N-ethylidene)aminobutyl>-2-methylhexahydropyrimidine
82995-34-4

1-<4'-(N-ethylidene)aminobutyl>-2-methylhexahydropyrimidine

Conditions
ConditionsYield
In chloroform at 5 - 10℃; for 0.0833333h;97%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

spermidine fumarate

spermidine fumarate

Conditions
ConditionsYield
In water for 0.25h;97%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

2-phenyl-2,3-dihydro[1]benzofuro[2,3-e][1,2,4]triazin-3-one
202266-40-8

2-phenyl-2,3-dihydro[1]benzofuro[2,3-e][1,2,4]triazin-3-one

1,5,10-tris[6-(2-hydroxyphenyl)-3-oxo-2-phenyl-1,2,4-triazin-5-yl]-1,5,10-triazadecane

1,5,10-tris[6-(2-hydroxyphenyl)-3-oxo-2-phenyl-1,2,4-triazin-5-yl]-1,5,10-triazadecane

Conditions
ConditionsYield
In chloroform at 50℃; for 18h;96.3%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

N1,N10-bisphthaloylspermidine
104435-58-7

N1,N10-bisphthaloylspermidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2.5h;96%
In dichloromethane at 25℃; for 2h;90%
In chloroform at 20 - 25℃; for 0.75h;75%
at 20 - 25℃;
In chloroform Acylation;
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

N1,N8-bis(trifluoroacetyl)spermidinetriamine trifluoacetate

N1,N8-bis(trifluoroacetyl)spermidinetriamine trifluoacetate

Conditions
ConditionsYield
With water In acetonitrile Heating;96%
In water; acetonitrile Heating;92%
With water In acetonitrile for 7h;89%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

2-acetyldimedone
1755-15-3

2-acetyldimedone

N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine
193334-87-1

N(1),N(8)-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-spermidine

Conditions
ConditionsYield
With triethylamine In ethanol for 8h; Heating;96%
formaldehyd
50-00-0

formaldehyd

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

1-(4-aminobutyl)-1,2,3,4,5,6-hexahydropyrimidine
73453-98-2

1-(4-aminobutyl)-1,2,3,4,5,6-hexahydropyrimidine

Conditions
ConditionsYield
95%
In water at 20℃; for 1h;94%
In water for 1h;91%
N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester
30189-36-7

N,N'-di-t-butyloxycarbonyl-(S)-lysine N-hydroxysuccinimide ester

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

(5-{3-[4-(2,6-bis-tert-butoxycarbonylamino-hexanoylamino)-butylamino]-propylcarbamoyl}-5-tert-butoxycarbonylamino-pentyl)-carbamic acid tert-butyl ester

(5-{3-[4-(2,6-bis-tert-butoxycarbonylamino-hexanoylamino)-butylamino]-propylcarbamoyl}-5-tert-butoxycarbonylamino-pentyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 24h;95%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

(S)-4,5-dihydro-2-(3-hydroxy-2-pyridinyl)-4-methyl-4-thiazolecarboxylic acid
76045-30-2

(S)-4,5-dihydro-2-(3-hydroxy-2-pyridinyl)-4-methyl-4-thiazolecarboxylic acid

N1,N8-bis(desferrithiocinoyl) spermidine
133817-93-3

N1,N8-bis(desferrithiocinoyl) spermidine

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran for 15h; Ambient temperature;93%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

acetonitrile
75-05-8

acetonitrile

N1,N3-spermidinebis(acetamide)
82414-35-5

N1,N3-spermidinebis(acetamide)

Conditions
ConditionsYield
With water; dihydridotetrakis(triphenylphosphine)ruthenium In 1,2-dimethoxyethane at 160℃; for 24h;93%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

poly(3-acyl-2-oxazolone)((R=Me)

poly(3-acyl-2-oxazolone)((R=Me)

N1,N3-spermidinebis(acetamide)
82414-35-5

N1,N3-spermidinebis(acetamide)

Conditions
ConditionsYield
In tetrahydrofuran for 6h; Ambient temperature;93%
benzoyl cyanide
613-90-1

benzoyl cyanide

N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

N1,N8-bis(benzoyl)spermidine
73038-07-0

N1,N8-bis(benzoyl)spermidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;92%
In dichloromethane for 15h; Ambient temperature;92%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

(3E)-2-oxo-4-phenylbutenenitrile
6047-90-1

(3E)-2-oxo-4-phenylbutenenitrile

N1,N8-dicinnamoyl spermidine
41590-65-2

N1,N8-dicinnamoyl spermidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;92%
In dichloromethane for 15h; Ambient temperature;92%
In dichloromethane Ambient temperature;92%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

N-[4-(trifluoroacetamido)butyl]-N-[3-(trifluoroacetamido)propyl]amine
158474-89-6

N-[4-(trifluoroacetamido)butyl]-N-[3-(trifluoroacetamido)propyl]amine

Conditions
ConditionsYield
In water; acetonitrile for 12h; Heating;92%
With water In acetonitrile for 7h; Heating;89%
With water In acetonitrile Heating;
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

hexachlorocyclotriphosphazene (N3P3Cl6)

hexachlorocyclotriphosphazene (N3P3Cl6)

(2,4,4,6,6-Pentachloro-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinin-2-yl)-[4-(2,2,4,4-tetrachloro-1,3,5,7,11-pentaaza-2λ5,4λ5,6λ5-triphospha-spiro[5.5]undeca-1(6),2,4-trien-7-yl)-butyl]-amine
90510-43-3

(2,4,4,6,6-Pentachloro-2λ5,4λ5,6λ5-[1,3,5,2,4,6]triazatriphosphinin-2-yl)-[4-(2,2,4,4-tetrachloro-1,3,5,7,11-pentaaza-2λ5,4λ5,6λ5-triphospha-spiro[5.5]undeca-1(6),2,4-trien-7-yl)-butyl]-amine

Conditions
ConditionsYield
With triethylamine In diethyl ether; hexane for 96h; Ambient temperature;91.6%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

tris(trifluoroacetyl)spermidine
65372-69-2

tris(trifluoroacetyl)spermidine

Conditions
ConditionsYield
With pyridine for 0.25h; Ambient temperature;91.1%
With pyridine
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

3-(2,2'-dimethoxybiphenyl)-3-carbonyl-1,3-thiazolidine-2-thione
156660-01-4

3-(2,2'-dimethoxybiphenyl)-3-carbonyl-1,3-thiazolidine-2-thione

C37H43N3O6
156660-02-5

C37H43N3O6

Conditions
ConditionsYield
In dichloromethane for 12h; Ambient temperature;91%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

C7H16Cl3N3P3

C7H16Cl3N3P3

Conditions
ConditionsYield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine In chloroform for 48h; Ambient temperature;90.7%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

N-acetyl-N-(2-isopropyl-4-oxo-4H-quinazolin-3-yl)acetamide
178244-37-6

N-acetyl-N-(2-isopropyl-4-oxo-4H-quinazolin-3-yl)acetamide

A

N1,N3-spermidinebis(acetamide)
82414-35-5

N1,N3-spermidinebis(acetamide)

B

3-acetylamino-2-isopropylquinazolin-4(3H)-one
144522-58-7

3-acetylamino-2-isopropylquinazolin-4(3H)-one

Conditions
ConditionsYield
In dichloromethaneA n/a
B 90%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

[(3aR,4S,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-dithioacetic acid methyl ester
207276-64-0

[(3aR,4S,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-dithioacetic acid methyl ester

1-N,8-N-bis[2-C-(2,3:5,6-di-O-isopropylidene)-β-D-mannofuranosylethanethioyl]spermidine

1-N,8-N-bis[2-C-(2,3:5,6-di-O-isopropylidene)-β-D-mannofuranosylethanethioyl]spermidine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 24h;90%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

8-bromocaffeine
10381-82-5

8-bromocaffeine

8-(4-(3-aminopropylamino)-butylamino)caffeine

8-(4-(3-aminopropylamino)-butylamino)caffeine

Conditions
ConditionsYield
In ethanol for 26h; Reflux;90%
In ethanol
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

1,10-Bis-(2-thioxo-thiazolidin-3-yl)-decane-1,10-dione
74058-85-8

1,10-Bis-(2-thioxo-thiazolidin-3-yl)-decane-1,10-dione

1,5,10-Triaza-cycloicosane-11,20-dione
74059-41-9

1,5,10-Triaza-cycloicosane-11,20-dione

Conditions
ConditionsYield
In dichloromethane for 2h; Ambient temperature;89%
N-(3-aminopropyl)-1,4-diaminobutane
124-20-9

N-(3-aminopropyl)-1,4-diaminobutane

1-hydroxy-2-oxo-3-(3-aminopropyl)-3-(4-aminobutyl)-1-triazene

1-hydroxy-2-oxo-3-(3-aminopropyl)-3-(4-aminobutyl)-1-triazene

Conditions
ConditionsYield
With nitrogen(II) oxide In acetonitrile under 3800 Torr; for 23h; Ambient temperature;88%

SPERMIDINE Chemical Properties

IUPAC Name: N-(3-aminopropyl)Butane-1,4-diamine
Synonyms N-(3-Aminopropyl)-1,4-Butanediamine ; 1,8-Diamino-4-azaoctane
Molecular Structure:
Molecular Formula : C7H19N3
Molecular Weight: 145.25
CAS : 124-20-9
EINECS: 204-689-0
Density : 0.925
Melting point: 22-25 ºC
Boiling point : 128-130 ºC
Refractive index : 1.4785-1.4805
Flash point: 112 ºC
Surface Tension: 37.5 dyne/cm
Enthalpy of Vaporization: 48.37 kJ/mol
Vapour Pressure: 0.0269 mmHg at 25°C
Storage temp: 2-8°C
Solubility : H2O: 1 M at 20 °C, clear, colorless
Appearance: Colorless clear liquid
Sensitive : Air Sensitive
Merck: 14,8742
BRN : 1698591
Stability: Stable, but air-sensitive and very hygroscopic - store under argon. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.

SPERMIDINE Uses

Spermidine (CAS NO.124-20-9 )  has a protective effect of salt and senility.

SPERMIDINE Production

Spermidine (CAS NO.124-20-9 )  is widely distributed in vivo,and can be derived by biosynthesis of putrescine (putrescine) and adenosine-L-methionine

SPERMIDINE Toxicity Data With Reference

1.    

oms-bcs 50 mg/L

    MGGEAE    Molecular and General Genetics. 178 (1980),21.
2.    

dnd-ham:ovr 300 µmol/L

    CNREA8    Cancer Research. 46 (1986),175.
3.    

ivn-mus LD50:78 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 198 (1972),36.

SPERMIDINE Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

SPERMIDINE Safety Profile

Hazard Codes  C
Risk Statements  34
34:  Causes burns 
Safety Statements  26-36/37/39-45-27
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
27:  Take off immediately all contaminated clothing 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR  UN 2735 8/PG 2
WGK Germany  3
RTECS  EJ7000000
F  3-10-34
HazardClass  8
PackingGroup  III

SPERMIDINE Specification

CorrosiveC1.

R34:Causes burns.

S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
2.Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use foam, dry chemical, or carbon dioxide 
3.Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
4.Storage: Store Spermidine (CAS NO.124-20-9 )  in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.) Store under an inert atmosphere.
 

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