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4,6-Diaminopyrimidine

4,6-Diaminopyrimidine structure

CAS No:
2434-56-2
Formula:
C4H6N4
Chemical Name:
4,6-Diaminopyrimidine
Synonyms:
6-PyriMidinediaMine;TIMTEC-BBSBB004336;4,6-PYRIMIDINEDIAMINE;4,6-DIAMINOPYRIMIDINE;PYRIMIDINE-4,6-DIAMINE;4,6-Pyrimidinediamine(9CI);(6-aminopyrimidin-4-yl)amine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Yellow to light yellow crystal

4,6-Diaminopyrimidine Basic Attributes

Molecular Weight：

110.12

Exact Mass：

110.059242

NSC Number：

211429

DSSTox ID：

DTXSID00275776

HScode：

2933599090

Characteristics

PSA：

77.8

XLogP3：

-0.5

Density：

1.4±0.1 g/cm3

Melting Point：

270-271°C

Boiling Point：

364°C at 760 mmHg

Flash Point：

201.5±9.5 °C

Refractive Index：

1.695

Safety Information

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

pyrimidine-4,6-diamine

4,6-Diaminopyrimidine Use and Manufacturing

Methods of Manufacturing

A solution of 250 mL of 11.5 mol / L hydrochloric acid was added to step 24, 6-diamino-2-sulfite pyrimidine filter cake, cooled to -5 ° C and stirred for 0.5 h.The yield is 100percent. 32d (1.0 g, 9.10 mmol) and potassium carbonate (1.9 g, 13.70 mmol) were dissolved in water (20.0 mL)In a mixture with N, N-dimethylformamide (10.0 mL). Elemental iodine (2.6 g, 10.00 mmol) was added thereto at 45 CStir under 18 hours. The reaction was quenched with saturated aqueous sodium sulphate (10 mL) then filtered. The filter cake was washed with water (40 mL).4, 6-Diamino-5-iodopyrimidine 32e (1.2 g, 5.08 mmol, white solid), yield: 56%.To a stirred suspension of pyrimidine-4, 6- diamine (500 mg, 4.55 mmol) in dioxane (20 mL) was added acetic anhydride (465 mg, 4.55 mmol) and the resulting mixture was heated under reflux for 15 hours. The reaction was cooled to room temperature and the resulting preceipitate was collected by filtration. The filtercake was dissolved in IN HC1 and the pH of the aqueous phase adjusted to 7 by the addition of IN NaOH. The resulting white precipitate was collected by filtration and dried to afford the desired product as a white solid (420 mg, 61% yield). LCMS (ESI) m/z: 152.0 [M+H+].

Uses

4,6-Diaminopyrimidine is a compound used for the preparations of pharmaceutical goods. It was shown that organotin polyamines derived from reaction with 4,6-diaminopyrimidines displayed good inhibition of two pancreatic cancer cell lines.

Computed Properties

Molecular Weight:110.12
XLogP3:-0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:110.059246208
Monoisotopic Mass:110.059246208
Topological Polar Surface Area:77.8
Heavy Atom Count:8
Complexity:66.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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