Desipramine supplier | CasNO.50-47-5

Name
DESIPRAMINE
EINECS 200-040-0
CAS No. 50-47-5
Article Data27
CAS DataBase
Density 1.047 g/cm³
Solubility
Melting Point 212°C
Formula C18H22 N2
Boiling Point 407.4 °C at 760 mmHg
Molecular Weight 266.386
Flash Point 160.5 °C
Transport Information
Appearance
Safety 36
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms 5H-Dibenz[b,f]azepine,10,11-dihydro-5-[3-(methylamino)propyl]- (6CI,8CI); 10,11-Dihydro-5-[3-(methylamino)propyl]-5-H-dibenz[b,f]azepine;DMI; DMI (pharmaceutical); Demethylimipramine; Desimipramine; Desipramin;Desipramine; Desmethylimipramine; Imipramine, demethyl-;Methylaminopropyliminodibenzyl; Monodemethylimipramine; N-Desmethylimipramine;Norimipramine
PSA 15.27000
LogP 3.98870

Synthetic route

: 50-00-0
formaldehyd

: 2095-95-6
didesmethylimipramine

: 50-47-5
desipramine

Conditions

Conditions	Yield
Stage #1: formaldehyd In methanol at 20℃; for 0.25h; Stage #2: didesmethylimipramine With methanol; sodium tetrahydroborate at 80℃; for 0.666667h; Microwave irradiation;	44%

: 65100-48-3
10,11-dihydro-N-methyl-N-(methyl-d3)-5H-dibenz(b,f)azepine-5-propanamine

A: 50-47-5
desipramine

B: 65100-49-4
5-[3-(N-trideuteromethylamino)propyl]iminodibenzyl

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 50-49-7
impramine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With D-glucose; corn steep liquor; S. aureus; peptone; yeast extract In water at 37℃; Product distribution; other reagents;
With oxygen; palladium on activated charcoal In methanol for 24h; Ambient temperature;
With pooled human liver microsomes; Tris buffer; NADPH; magnesium chloride at 37℃; pH=7.4; Enzyme kinetics;
With human hepatic CYP1A2; human hepatic CYP2C9; human hepatic CYP3A4 Enzymatic reaction;
Multi-step reaction with 2 steps 1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / 1,2-dichloro-ethane / 1 h / Reflux 2: 2 h / Reflux View Scheme

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 494-19-9
9,10-dihydrodibenzazepine

C: 796-28-1
10-Hydroxyimipramine

Conditions

Conditions	Yield
In water Ambient temperature; M. griseo-cyanus (ATCC 1207a); further microbial agents;	A 10 mg B n/a C n/a

...Expand

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 494-19-9
9,10-dihydrodibenzazepine

C: 796-28-1
10-Hydroxyimipramine

D: 303-70-8
2-hydroxyimipramine

Conditions

Conditions	Yield
In water for 480h; Ambient temperature; C. blakesleeana (ATCC 8688a); further microbial agents; Further byproducts given;	A n/a B n/a C 30 mg D 88 mg

...Expand

: 927207-60-1
2-((2Ξ,4S)-3,4r-dimethyl-5c-phenyl-oxazolidin-2-yl)-phenol

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: 19009-26-8
[3-(10,11-Dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-ethyl-methyl-amine

A: 50-47-5
desipramine

B: 2095-96-7
10,11-dihydro-N-ethyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 81256-33-9
[3-(10,11-Dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-isopropyl-methyl-amine

A: 50-47-5
desipramine

B: 2292-76-4
10,11-dihydro-N-isopropyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: 81256-34-0
Butyl-[3-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-methyl-amine

A: 50-47-5
desipramine

B: 2064-08-6
10,11-dihydro-N-butyl-5H-dibenzazepine-5-propanamine

Conditions

Conditions	Yield
With liver microsomes of a rat Product distribution; other reagent (anodic oxidation);

: (4S,5R)-2-tert-Butyl-3,4-dimethyl-5-phenyl-oxazolidine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: (4S,5R)-2-Ethyl-3,4-dimethyl-5-phenyl-oxazolidine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: Allyl-[3-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-methyl-amine

A: 50-47-5
desipramine

B: 107-02-8
acrolein

Conditions

Conditions	Yield
With oxygen; palladium on activated charcoal In methanol for 24h; Product distribution; Ambient temperature; heterogeneous catalytical dealkylation;

: [3-(10,11-Dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-methyl-((E)-3-phenyl-allyl)-amine

A: 14371-10-9
(E)-3-phenylpropenal

B: 50-47-5
desipramine

Conditions

Conditions	Yield
With oxygen; palladium on activated charcoal In methanol for 24h; Product distribution; Ambient temperature; heterogeneous catalytical dealkylation;

: 51018-29-2
(4S)-2,2,3,4r-tetramethyl-5c-phenyl-oxazolidine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: 123618-06-4
(4S,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidine

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: 102339-76-4
(2R)-3c,4-dimethyl-2r-phenyl-1-oxa-4-aza-spiro[4.5]decane

: 50-47-5
desipramine

Conditions

Conditions	Yield
With buffer solution; potassium chloride In water at 37℃; Rate constant; other reagents;

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 303-70-8
2-hydroxyimipramine

Conditions

Conditions	Yield
With NADP; cDNA-expressed human recombinant CYP1A2 In phosphate buffer at 37℃; for 0.25h; pH=7.4; Enzyme kinetics; Further Variations:; concentration;

: 58-28-6
desipramine hydrochloride

: 50-47-5
desipramine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water
With sodium hydrogencarbonate In methanol at 20℃; for 0.5h;	1.79 g

: 67-56-1
methanol

: C20H23ClN2O2

: 50-47-5
desipramine

Conditions

Conditions	Yield
for 2h; Reflux;	1.43 g

: C19H22N2O

: 50-47-5
desipramine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium hydroxide / water; methanol / 1.5 h / 160 °C / Microwave irradiation 2.1: montmorillonite K-10 / methanol / 0.25 h / 20 °C 2.2: montmorillonite K-10 / 0.67 h / 80 °C / Microwave irradiation View Scheme

: 50-47-5
desipramine

: 1111-72-4
carbon dioxide

: [N-13CH3]-imipramine

Conditions

Conditions	Yield
With hydrogen; tris(acetylacetonato)ruthenium(III); lithium chloride; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 140℃; for 20h; Autoclave; Inert atmosphere;	95%

: 50-47-5
desipramine

: 1262991-68-3
tert-butyl 2-(4-fluorophenyl)diazene-1-carboxylate

: 1262991-86-5
N'-(4-{[3-(10,11-dihydro-dibenzo[b,f]azepin-5-yl)-propyl]-methyl-amino}phenyl)-diazocarboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	92%

: 50-47-5
desipramine

: 811-98-3
d(4)-methanol

: 65100-48-3
10,11-dihydro-N-methyl-N-(methyl-d3)-5H-dibenz(b,f)azepine-5-propanamine

Conditions

Conditions	Yield
With aluminum (III) chloride; water-d2 In acetonitrile for 24h; Inert atmosphere; Irradiation;	92%

: 50-47-5
desipramine

: 1455-13-6
deuteromethanol

: C19H23(2)HN2

Conditions

Conditions	Yield
With aluminum (III) chloride; water In acetonitrile for 24h; Inert atmosphere; Irradiation;	92%

: 50-47-5
desipramine

: 107-13-1
acrylonitrile

: N-cyanoethyldesipramine

Conditions

Conditions	Yield
In methanol at 20℃;	90%

: 50-47-5
desipramine

: 124-38-9
carbon dioxide

: 50-49-7
impramine

Conditions

Conditions	Yield
With hydrogen In octane at 150℃; for 30h; Autoclave;	89%
With hydrogen; tris(acetylacetonato)ruthenium(III); lithium chloride; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 140℃; for 24h; Autoclave; Inert atmosphere;	83 %Chromat.
With proazaphosphatrane; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 90℃; under 750.075 Torr; for 1h; Inert atmosphere; Schlenk technique; chemoselective reaction;	99 %Spectr.

: 50-47-5
desipramine

: 811-98-3
d(4)-methanol

: C19H22(2)H2N2

Conditions

Conditions	Yield
With aluminum (III) chloride; water In acetonitrile for 24h; Inert atmosphere; Irradiation;	89%

: 50-47-5
desipramine

: 118-75-2
chloranil

: 109423-34-9
3,6-Dichlor-2,5-bis-N-methyl-3-(10,11-dihydro-5H-dibenzoazepin-5-yl)propylamino-1,4-benzochinon

Conditions

Conditions	Yield
In dichloromethane for 48h;	80%

: 50-47-5
desipramine

: 111-66-0
oct-1-ene

: desipramine-N-(2-methyl)octylamine

Conditions

Conditions	Yield
With (3-(tert-butyl)-2-oxoimidazolidin-1-ide)Ta(CH2SiMe3)3CI In (2)H8-toluene at 105℃; for 3h; Inert atmosphere;	75%

: 50-47-5
desipramine

: 110429-45-3
1-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-2-methoxy-ethane

: C27H40N2O4

Conditions

Conditions	Yield
Stage #1: desipramine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxy}-2-methoxy-ethane In N,N-dimethyl-formamide for 16h;	74%

: 50-47-5
desipramine

: 143218-46-6
N-ethyl-6-chloro-3-nitropyridin-2-amine

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: 174264-63-2
4-chloro-2-(1H-1,2,4-triazol-1-ylmethyl)phenol

: 5-[4-chloro-2-(1H-1,2,4-triazol-1-ylmethyl)phenoxy]-N-ethyl-2-nitroaniline

Conditions

Conditions	Yield
With sodium methylate In methanol; water; ethyl acetate	70%

...Expand

: 50-47-5
desipramine

: 58537-73-8
1-oxyl-2,2,5,5-tetramethylpyrrolidinyl-3-carboxylic acid N-hydroxysuccinimide ester

: C27H36N3O2

Conditions

Conditions	Yield
In tetrahydrofuran 1) 4d, RT, 2) 50-60 deg C, 3 d;	63%

: 50-47-5
desipramine

: 35966-84-8
4-chloro-2-methylaminonitrobenzene

: 12775-96-1, 15158-11-9, 15721-63-8, 16941-75-6, 17493-86-6, 19498-52-3, 20499-83-6, 20499-84-7, 20499-85-8, 20499-86-9, 20573-10-8, 20573-11-9, 21595-51-7, 21595-52-8, 22206-52-6, 26445-28-3, 28959-95-7, 37362-93-9, 39417-05-5, 54603-16-6, 54603-23-5, 54603-32-6, 54603-40-6, 54603-48-4, 54603-81-5, 54603-89-3, 56316-56-4, 95985-91-4, 122297-32-9, 7440-50-8
copper

: 174264-64-3
4-bromo-2-(1H-1,2,4-triazol-1-ylmethyl)phenol

: 5-[4-bromo-2-(1H-1,2,4-triazol-1-ylmethyl)phenoxy]-N-methyl-2-nitroaniline

Conditions

Conditions	Yield
With sodium methylate In methanol; water; ethyl acetate	62.5%

...Expand

: 50-47-5
desipramine

: 106-51-4
p-benzoquinone

A: 80596-46-9
2-azepin-5-yl)-propyl-amino>-1,4-benzochinon

B: 80596-47-0
2,5-Bis-azepin-5-yl)-propylamino>-1,4-benzochinon

Conditions

Conditions	Yield
With sodium carbonate In dichloromethane for 1h; Ambient temperature;	A 60% B 25%

...Expand

: 50-47-5
desipramine

: 2β-(2-iodoethyloxy)-1α,3β,25-tris(triethylsilyloxy)cholesta-5,7-diene

: 246237-62-7
2β-(2-methoxycarbonylethyloxy)-1α,3β,25-trihydroxycholesta-5,7-diene

Conditions

Conditions	Yield
In hexane; ethyl acetate	59%

: 50-47-5
desipramine

: 882-33-7
diphenyldisulfane

: N-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-N-methyl-S-phenylthiohydroxylamine

Conditions

Conditions	Yield
With silver nitrate In methanol at 25℃; for 1h;	55%

: 50-47-5
desipramine

: 553-97-9
2-Methyl-1,4-benzoquinone

A: 108141-73-7
5-Methyl-2-azepin-5-yl)propylamino>-1,4-benzochinon

B: 108141-77-1
6-Methyl-2-azepin-5-yl)propylamino>-1,4-benzochinon

Conditions

Conditions	Yield
In dichloromethane for 24h; Ambient temperature;	A 53% B 31%

...Expand

: 50-47-5
desipramine

: 488-48-2
tetrabromobenzoquinone

: 3,5,6-Tribrom-2-azepin-5-yl)propylamino>-1,4-benzochinon

Conditions

Conditions	Yield
In dichloromethane	52%

: 50-47-5
desipramine

: C14H17N3O2

: 1046487-44-8
S-rivastigmine-desipramine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane	52%
With sodium carbonate In dichloromethane	52%

: 50-47-5
desipramine

: 118-75-2
chloranil

A: 3,5,6-Trichlor-2-azepin-5-yl)propylamino>-1,4-benzochinon

B: 109423-34-9
3,6-Dichlor-2,5-bis-N-methyl-3-(10,11-dihydro-5H-dibenzoazepin-5-yl)propylamino-1,4-benzochinon

Conditions

Conditions	Yield
In dichloromethane for 0.5h;	A 51% B 8%

...Expand

: 117-80-6
2,3-Dichloro-1,4-naphthoquinone

: 50-47-5
desipramine

: 3-Chlor-2-azepin-5-yl)-propyl-amino>-1,4-naphthochinon

Conditions

Conditions	Yield
In dichloromethane for 0.5h;	50%

: 50-47-5
desipramine

: 130-15-4
[1,4]naphthoquinone

: 2-azepin-5-yl)-propylamino>-1,4-naphthochinon

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature; in the dark;	50%

: 67-56-1
methanol

: 50-47-5
desipramine

: 50-49-7
impramine

Conditions

Conditions	Yield
With rhodium(III) chloride hydrate; potassium tert-butylate at 150℃; for 60h; Sealed tube; High pressure;	49%

: 50-47-5
desipramine

: 3129-39-3
2-bromo-3-methyl-[1,4]naphthoquinone

: 3-azepin-5-yl)-propylamino>-2-azepin-5-yl)-propylaminomethyl>-1,4-naphthochinon

Conditions

Conditions	Yield
In ethanol for 24h; Ambient temperature;	48%

: 50-47-5
desipramine

: 13243-65-7
2,3-Dibromo-1,4-naphthoquinone

: 3-Brom-2-azepin-5-yl)-propylamino>-1,4-naphthochinon

Conditions

Conditions	Yield
In dichloromethane for 1h;	42%

: 50-47-5
desipramine

: 80596-46-9
2-azepin-5-yl)-propyl-amino>-1,4-benzochinon

: 80596-47-0
2,5-Bis-azepin-5-yl)-propylamino>-1,4-benzochinon

Conditions

Conditions	Yield
In chloroform for 12h; Ambient temperature;	40%

: 50-47-5
desipramine

: 18217-00-0
1-(2-Chloroethyl)-4-methoxybenzene

: 1026480-32-9
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine

Conditions

Conditions	Yield
Stage #1: desipramine With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 1h; Inert atmosphere; Stage #2: 1-(2-Chloroethyl)-4-methoxybenzene With triisobutylaluminum In tetrahydrofuran; hexane; toluene Reflux; Inert atmosphere;	39%

Desipramine Chemical Properties

IUPAC Name: 3-(5,6-Dihydrobenzo[b][1]benzazepin-11-yl)-N-methylpropan-1-amine
The MF of Desipramine (CAS NO.50-47-5) is C₁₈H₂₂N₂.

The MW of Desipramine (CAS NO.50-47-5) is 266.38.
Synonyms of Desipramine (CAS NO.50-47-5): (3-(10H,11H-Dibenzo[b,f]azepin-5-yl)propyl)methylamine ; 10,11-Dihydro-N-methyl-5H-dibenz[b,f]azepine-5-propanamine ; 5-(g-Methylaminopropyl)iminodibenzyl ; 5H-Dibenz(b,f)azepine-5-propanamine, 10,11-dihydro-N-methyl-
Index of Refraction: 1.576
EINECS: 200-040-0
Density: 1.047 g/ml
Flash Point: 160.5 °C
Boiling Point: 407.4 °C
Form: powder
Color: white

Desipramine Uses

Desipramine (CAS NO.50-47-5) is used in chemical reagents, organic intermediates, fine chemicals, pharmaceutical research and development.

Desipramine Toxicity Data With Reference

1.	dnd-esc 20 µmol/L	MUREAV Mutation Research. 89 (1981),95.
2.	cyt-oin-unr 10 g/L	JCLBA3 Journal of Cell Biology. 47 (1970),182a.
3.	orl-wmn LDLo:30 mg/kg:BRN,CNS	34ZIAG Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,201.
4.	orl-chd LDLo:125 mg/kg:CNS,PUL	PSYPAG Psychopharmacologia (Berlin). 10 (1967),431.
5.	orl-hmn LDLo:30 mg/kg:CNS,BRN,PUL	DMWOAX Deutsche Medizinische Wochenschrift. 93 (1968),117.
6.	orl-rat LD50:375 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 19 (1969),1617.
7.	ipr-rat LD50:48 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 20 (1970),1561.
8.	scu-rat LD50:183 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 20 (1970),1561.
9.	ivn-rat LD50:29 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 148 (1964),560.
10.	orl-mus LD50:448 mg/kg	JJPAAZ Japanese Journal of Pharmacology. 21 (1971),47.

Desipramine Safety Profile

Human poison by ingestion. Experimental poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Human systemic effects by ingestion: degenerative brain changes, tremors, coma, and cyanosis. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. An antidepressant. Related to diazepam. When heated to decomposition it emits toxic fumes of NO_x.Safety information of Desipramine (CAS NO.50-47-5):
Hazard Codes Harmful Xn
Risk Statements
20/21/22 Harmful by inhalation, in contact with skin and if swallowed
Safety Statements
36 Wear suitable protective clothing
WGK Germany 3

Product Name

DESIPRAMINE

Synthetic route

Desipramine Chemical Properties

Desipramine Uses

Desipramine Toxicity Data With Reference

Desipramine Safety Profile

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