Product Name

  • Name

    Pyrimidinetetramine sulfate

  • EINECS 226-393-0
  • CAS No. 5392-28-9
  • Density 1.648g/cm3
  • Solubility slightly soluble in water
  • Melting Point >300 °C(lit.)
  • Formula C4H10N6O4S
  • Boiling Point 563.9 °C at 760 mmHg
  • Molecular Weight 238.227
  • Flash Point 329.4 °C
  • Transport Information
  • Appearance Light yellow crystal powder
  • Safety 22-24/25-37/39-26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5392-28-9 (Pyrimidinetetramine sulfate)
  • Hazard Symbols IrritantXi
  • Synonyms NSC 248648;Tetraaminopyrimidine sulfate;2,4,5,6-Tetraaminopyrimidine sulfate salt;2,4,5,6-Tetraminopyrimidine sulfate;
  • PSA 212.84000
  • LogP 1.55820

Synthetic route

bis(3-hydroxyphenyl)ethane-1,2-dione
63192-57-4

bis(3-hydroxyphenyl)ethane-1,2-dione

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

3-[2,4-diamino-6-(3-hydroxyphenyl)pteridin-7-yl]phenol sulfate

3-[2,4-diamino-6-(3-hydroxyphenyl)pteridin-7-yl]phenol sulfate

Conditions
ConditionsYield
In 3-methyl-phenol at 50 - 220℃; for 2 - 2.25h;100%
carbon disulfide
75-15-0

carbon disulfide

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,6-diamino-9H-purine-8-thiol
462066-71-3

2,6-diamino-9H-purine-8-thiol

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol for 24h; Heating;97%
3-hydroxyphenylglyoxal
70935-14-7

3-hydroxyphenylglyoxal

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

TG100110

TG100110

Conditions
ConditionsYield
Stage #1: 3-hydroxyphenylglyoxal With hydrogenchloride; acetone oxime at 50℃; for 1h; pH=2 - 3;
Stage #2: 2,4,5,6-tetraaminopyrimidine sulfate for 9h; Heating; Further stages.;
96.5%
3-hydroxyphenylglyoxal
70935-14-7

3-hydroxyphenylglyoxal

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

acetone oxime
127-06-0

acetone oxime

TG100110

TG100110

Conditions
ConditionsYield
Stage #1: 3-hydroxyphenylglyoxal; acetone oxime With hydrogenchloride In methanol; water at 50℃; for 1h; pH=~ 2 - ~ 3;
Stage #2: 2,4,5,6-tetraaminopyrimidine sulfate In water at 20℃; for 9h; Heating / reflux;
Stage #3: With water; sodium hydrogencarbonate at 20℃; pH=~ 6 - ~ 7;
96.5%
bis(3-hydroxyphenyl)ethane-1,2-dione
63192-57-4

bis(3-hydroxyphenyl)ethane-1,2-dione

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

TG100-115
677297-51-7

TG100-115

Conditions
ConditionsYield
With sodium hydrogencarbonate In diethyl ether; water93.3%
1-butylsulfanylpropan-2-one
79948-21-3

1-butylsulfanylpropan-2-one

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

Conditions
ConditionsYield
With piperidine In water at 20℃; for 268h;93%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

thioacetic acid S-[5-(4-formylphenoxy)pentyl] ester
383424-15-5

thioacetic acid S-[5-(4-formylphenoxy)pentyl] ester

S-5-{4-[(2,4,6-triamino-N5-pyrimidinylidene)methyl]phenoxy}pentyl thioacetate

S-5-{4-[(2,4,6-triamino-N5-pyrimidinylidene)methyl]phenoxy}pentyl thioacetate

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol Heating;90%
1,10-phenanthroline-5,6-dione
27318-90-7

1,10-phenanthroline-5,6-dione

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4,5,6-tetraaminopyrimidine[3,2-a:2',3'-c]phenazine
928057-09-4

2,4,5,6-tetraaminopyrimidine[3,2-a:2',3'-c]phenazine

Conditions
ConditionsYield
With acetic acid at 130℃; for 3h; Inert atmosphere;87%
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: 1,10-phenanthroline-5,6-dione In ethanol; water for 3h; Reflux;
75%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

1-chloro-1-benzamidoacetone
88297-80-7

1-chloro-1-benzamidoacetone

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

Conditions
ConditionsYield
With piperidine In water at 20℃; for 168h;86%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

(1Z,4Z,9Z,15Z)-5,10,15,20-Tetrakis-(3,5-di-tert-butyl-phenyl)-porphyrin-2,3-dione

(1Z,4Z,9Z,15Z)-5,10,15,20-Tetrakis-(3,5-di-tert-butyl-phenyl)-porphyrin-2,3-dione

8,11,14,17-tetrakis(3,5-di-tert-butylphenyl)-2,4-diaminopteridino[2,3,b]porphyrin

8,11,14,17-tetrakis(3,5-di-tert-butylphenyl)-2,4-diaminopteridino[2,3,b]porphyrin

Conditions
ConditionsYield
In pyridine for 24h; Heating;85%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

9,10-phenanthrenequinone
84-11-7

9,10-phenanthrenequinone

phenanthro[9,10-g]pteridine-11,13-diamine

phenanthro[9,10-g]pteridine-11,13-diamine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: 9,10-phenanthrenequinone In ethanol; water for 3h; Reflux;
79%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

acenaphthene quinone
82-86-0

acenaphthene quinone

acenaphtho[1,2-g]pteridine-9,11-diamine
38284-03-6

acenaphtho[1,2-g]pteridine-9,11-diamine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: acenaphthene quinone In ethanol; water for 3h; Reflux;
78%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

1-tosyl-4,5-dimethylimidazolin-2-one
54972-21-3

1-tosyl-4,5-dimethylimidazolin-2-one

6,7-dimethyl-2,4-pteridine-2,4-diamine
1425-63-4

6,7-dimethyl-2,4-pteridine-2,4-diamine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 264h;77%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

1-bromo-1-acetamidoacetone
65765-30-2

1-bromo-1-acetamidoacetone

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

Conditions
ConditionsYield
With piperidine; sodium carbonate In hydrogenchloride at 20℃; for 144h;76%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

TTPS

TTPS

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With barium(II) chloride at 60℃; for 0.166667h;
Stage #2: 4-Carboxybenzaldehyde In benzene for 6h;
74%
2-butylthiopropanal
85296-31-7

2-butylthiopropanal

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 720h;72%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

benzil
134-81-6

benzil

2,4-diamino-6,7-diphenylpteridine
18181-93-6

2,4-diamino-6,7-diphenylpteridine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: benzil In ethanol; water for 3h; Reflux;
68%
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4,6-triamino-5-(4-pyridylmethyleneamino)pyrimidine
74783-48-5

2,4,6-triamino-5-(4-pyridylmethyleneamino)pyrimidine

Conditions
ConditionsYield
In sodium hydroxide at 90℃; for 0.5h;64%
2,5-bis(5''-formyl-5',2''-bithienyl-2'-yl)-3,4-ethylenedioxythiophene
863684-19-9

2,5-bis(5''-formyl-5',2''-bithienyl-2'-yl)-3,4-ethylenedioxythiophene

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

C32H26N12O2S5

C32H26N12O2S5

Conditions
ConditionsYield
In isopropyl alcohol61%
benzo[1,3]dioxol-5-yl-acetyl fluoride
873436-93-2

benzo[1,3]dioxol-5-yl-acetyl fluoride

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

8-(benzo[d][1,3]dioxol-5-ylmethyl)-9H-purine-2,6-diamine
873436-95-4

8-(benzo[d][1,3]dioxol-5-ylmethyl)-9H-purine-2,6-diamine

Conditions
ConditionsYield
Stage #1: benzo[1,3]dioxol-5-yl-acetyl fluoride; 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water; N,N-dimethyl-formamide at 20 - 70℃; for 1.83333h;
Stage #2: With sodium methylate In methanol at 90℃; for 18h;
56%
2,2'-thenil
7333-07-5

2,2'-thenil

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

6,7-di(thiophen-2-yl)pteridine-2,4-diamine

6,7-di(thiophen-2-yl)pteridine-2,4-diamine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: 2,2'-thenil In ethanol; water for 3h; Reflux;
55%
dihydroxyacetone
96-26-4

dihydroxyacetone

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4-diamino-6-(hydroxymethyl)pteridine
945-24-4

2,4-diamino-6-(hydroxymethyl)pteridine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With barium(II) chloride In water at 100℃; for 0.166667h;
Stage #2: dihydroxyacetone With sodium acetate; DL-cysteine hydrochloride In water at 20℃; for 24h;
54%
(4-hydroxylphenyl)glyoxal
24645-80-5

(4-hydroxylphenyl)glyoxal

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

4-(2,4-diaminopteridin-6-yl)phenol

4-(2,4-diaminopteridin-6-yl)phenol

Conditions
ConditionsYield
Stage #1: (4-hydroxylphenyl)glyoxal With hydroxylamine hydrochloride In methanol at 50℃; for 0.25h;
Stage #2: 2,4,5,6-tetraaminopyrimidine sulfate In methanol for 3h; Heating; Further stages.;
50%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

furil
492-94-4

furil

6,7-di(furan-2-yl)pteridine-2,4-diamine

6,7-di(furan-2-yl)pteridine-2,4-diamine

Conditions
ConditionsYield
Stage #1: 2,4,5,6-tetraaminopyrimidine sulfate With sodium hydroxide In water at 50℃; for 0.666667h;
Stage #2: furil In ethanol; water for 3h; Reflux;
42%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

S-(6-(4-formylphenoxy)hexyl)ethanethioate
248588-29-6

S-(6-(4-formylphenoxy)hexyl)ethanethioate

Thioacetic acid S-[6-(4-{[(E)-2,4,6-triamino-pyrimidin-5-ylimino]-methyl}-phenoxy)-hexyl] ester

Thioacetic acid S-[6-(4-{[(E)-2,4,6-triamino-pyrimidin-5-ylimino]-methyl}-phenoxy)-hexyl] ester

Conditions
ConditionsYield
With potassium carbonate In isopropyl alcohol Heating;27%
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

benzoic acid
65-85-0

benzoic acid

2,6-diamino-8-phenylpurine
26216-55-7

2,6-diamino-8-phenylpurine

Conditions
ConditionsYield
With PPA; Polyphosphoric acid (PPA) at 170℃; for 1h;10%
dihydroxyacetone
96-26-4

dihydroxyacetone

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride
73978-41-3

2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride

Conditions
ConditionsYield
With ammonium hydroxide; l-cysteine hydrochloride; oxygen; ammonium chloride; barium(II) chloride 1.) H2O, 90 deg C, 15 min, 2.) H2O, RT, 45 h; Yield given. Multistep reaction;
1,1-dibromopropan-2-one
867-54-9

1,1-dibromopropan-2-one

2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

A

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

B

2,4-diamino-6-methylpteridine
708-74-7

2,4-diamino-6-methylpteridine

Conditions
ConditionsYield
With sodium hydrogensulfite In water at 80℃; for 5.5h; Product distribution; further cyclizating agents;
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

1-(benzenesulfonyl)-4-methylimidazolin-2-one
79614-35-0

1-(benzenesulfonyl)-4-methylimidazolin-2-one

A

2,4-diamino-7-methylpteridine
4215-07-0

2,4-diamino-7-methylpteridine

B

2,4-diamino-6-methylpteridine
708-74-7

2,4-diamino-6-methylpteridine

Conditions
ConditionsYield
With piperidine In water for 550h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2,4,5,6-tetraaminopyrimidine sulfate
5392-28-9

2,4,5,6-tetraaminopyrimidine sulfate

1-(4'-chlorobenzenesulfonyl)-4-methylimidazolin-2-one
79614-36-1

1-(4'-chlorobenzenesulfonyl)-4-methylimidazolin-2-one

A

7-methylpterin
13040-58-9

7-methylpterin

B

2-amino-6-methylpteridin-4(1H)-one
708-75-8

2-amino-6-methylpteridin-4(1H)-one

Conditions
ConditionsYield
With piperidine; potassium hydroxide 1.) water, 20 deg C, 7 d, 2.) heating; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

2,4,5,6-Tetraaminopyrimidine sulfate Chemical Properties

Molecular Formula: C4H10N6O4S
Formula Weight: 238.23
Melting point: >300 °C(lit.)
Flash Point: 329.4 °C  
Boiling Point: 563.9 °C at 760 mmHg
Vapour Pressure: 9.68E-13 mmHg at 25 °C 
Water Solubility: slightly soluble
Appearence: Light yellow crystal powder
Structure of 2,4,5,6-Tetraaminopyrimidine sulfate (CAS NO.5392-28-9):
                         
IUPAC Name: Pyrimidine-2,4,5,6-tetramine ; Sulfuric acid
Canonical SMILES: C1(=C(N=C(N=C1N)N)N)N.OS(=O)(=O)O
InChI: InChI=1S/C4H8N6.H2O4S/c5-1-2(6)9-4(8)10-3(1)7;1-5(2,3)4/h5H2,(H6,6,7,8,9,10);(H2,1,2,3,4)
InChIKey: MQEFDQWUCTUJCP-UHFFFAOYSA-N
Product Category of 2,4,5,6-Tetraaminopyrimidine sulfate (CAS NO.5392-28-9): Amines;(intermediate of methotrexate);Pyrimidines;Heterocyclic Building Blocks

2,4,5,6-Tetraaminopyrimidine sulfate Uses

 2,4,5,6-Tetraaminopyrimidine sulfate (CAS NO.5392-28-9) is used as the intermediate of antineoplastic agent.

2,4,5,6-Tetraaminopyrimidine sulfate Production

 2,4,5,6-Tetraaminopyrimidine sulfate (CAS NO.5392-28-9) can be obtained by nitrosification and reduction of  2,4,6-Triaminopyrimidine .

2,4,5,6-Tetraaminopyrimidine sulfate Safety Profile

Safety: WARNING: Irritates lungs, eyes, skin
Hazard Codes: IrritantXi (Irritant)
Risk Statements: 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements: 22-24/25-37/39-26-36 (Do not breathe dust; Avoid contact with skin and eyes; Wear suitable protective clothing and eye/face protection; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing)
WGK Germany: 3
RTECS: UV9738000

2,4,5,6-Tetraaminopyrimidine sulfate Standards and Recommendations

ASSAY: 98.0% min
RESIDUE ON IGNITION: 0.3% max
MOISTURE: 0.5% max

2,4,5,6-Tetraaminopyrimidine sulfate Specification

 2,4,5,6-Tetraaminopyrimidine sulfate , its cas register number is 5392-28-9. It also can be called Pyrimidine, tetraamino-, sulfate (1:1) ; 2,4,5,6-Pyrimidinetetramine, sulfate (1:1) ; and Pyrimidinetetramine, sulfate (1:1) . 2,4,5,6-Tetraaminopyrimidine sulfate (CAS NO.5392-28-9) should be stored in cool, dry conditions in well sealed containers. It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.

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