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Home > Encyclopedia > 4-Amino-2-methyl-5-pyrimidinemethanol

4-Amino-2-methyl-5-pyrimidinemethanol

4-Amino-2-methyl-5-pyrimidinemethanol structure

4-Amino-2-methyl-5-pyrimidinemethanol 

structure
  • CAS No:

    73-67-6

  • Formula:

    C6H9N3O

  • Chemical Name:

    4-Amino-2-methyl-5-pyrimidinemethanol

  • Synonyms:

    5-Pyrimidinemethanol,4-amino-2-methyl-;4-Amino-2-methyl-5-pyrimidinemethanol;4-Amino-5-hydroxymethyl-2-methylpyrimidine;6-Amino-5-hydroxymethyl-2-methylpyrimidine;2-Methyl-4-amino-5-pyrimidinemethanol;2-Methyl-4-amino-5-(hydroxymethyl)pyrimidine;OMPM;Pyramin;Toxopyrimidine;TXP;Pyramine;Pyrazan;2-Methyl-5-hydroxymethyl-6-aminopyrimidine;2-Methyl-6-amino-5-hydroxymethylpyrimidine;Pyramine (pyridoxine antagonist);NSC 28247;4-Amino-2-methyl-5-hydroxymethylpyrimidine;(4-Imino-2-methyl-1,4-dihydropyrimidin-5-yl)methanol;(4-Amino-2-methyl-pyrimidin-5-yl)-methanol

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

ChEBI: An aminopyrimidine that is pyrimidine in which the hydrogens at positions 2, 4, and 5 are replaced by methyl, amino, and hydroxymethyl substituents, respectively.


4-amino-5-hydroxymethyl-2-methylpyrimidine is an aminopyrimidine that is pyrimidine in which the hydrogens at positions 2, 4, and 5 are replaced by methyl, amino, and hydroxymethyl substituents, respectively. It has a role as a Saccharomyces cerevisiae metabolite and an Escherichia coli metabolite. It is an aminopyrimidine and an aromatic primary alcohol.

4-Amino-2-methyl-5-pyrimidinemethanol Basic Attributes

139.15516

139.16

G62V17J09J

28247

DTXSID80223275

2933599090

Characteristics

72

-0.1

1.3±0.1 g/cm3

198 °C

151.0±23.7 °C

1.618

Safety Information

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

4-amino-5-hydroxymethyl-2-methylpyrimidine

4-Amino-2-methyl-5-pyrimidinemethanol Use and Manufacturing

Methods of Manufacturing

General procedure: To a solution of aldehyde in the indicated solvent is added sodium borohydride at 0 °C. After stirring at room temperature for 2 hours, water is added and the mixture is concentrated.Following Procedure C using 26 (408 mg, 3.0 mrnoi), THF (5 mL), MeOH (1 mL). and sodium borohydride (230 mg, 6.0 rnmoi), then quench with water (0.1 inL) and purify with silica gel column chromatography (MeOH:DCM 1:30) to give A42 as an oil (220 mg, 53percent yield). (MS: [M-1-H] 139.1)

Uses

Toxopyrimidine is intermediate in thiamin biosynthetic pathway, a cofactor crucial for several enzymes involved in carbohydrate and amino acid metabolism.

Computed Properties

Molecular Weight:139.16
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:139.074561919
Monoisotopic Mass:139.074561919
Topological Polar Surface Area:72
Heavy Atom Count:10
Complexity:109
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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