4-Amino-2-methyl-5-pyrimidinemethanol (HCID 777)

Overview

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 aromatic primary alcohol and an aminopyrimidine.

Names & identifiers

Preferred name: 4-Amino-2-methyl-5-pyrimidinemethanol
IUPAC: (4-amino-2-methylpyrimidin-5-yl)methanol
English name: 4-Amino-5-Hydroxymethyl-2-methylpyrimidine
Molecular formula: C6H9N3O
Molecular weight: 139.16

Names & synonyms

73-67-6Toxopyrimidine4-amino-5-hydroxymethyl-2-methylpyrimidineAtoxopyrimidine4-amino-2-methyl-5-pyrimidinemethanol2-Methyl-4-amino-5-hydroxymethylpyrimidine2-M-4-A-5-HmpG62V17J09J4-amino-2-methyl-5-hydroxymethylpyrimidineCHEBI:16892NSC-28247DTXSID80223275

Show more names

Thiamine Impurity 37Thiamine Toxopyrimidine(4-Amino-2-methyl-5-pyrimidinyl)Thiamine /Vitamin B1 Impurity 202-Methyl-4-amino-5-pyrimidinemethanolThiamine Impurity 15 (Toxopyrimidine)Diazinon Impurity 5 (Hydroxydiazinon)4-Amino-2-methylpyrimidine-5-methanol

HMP CPDRefChem:977954-A-2-MEPDTXCID80145766(4-Amino-2-methyl-5-pyrimidinyl)methanol(4-amino-2-methylpyrimidin-5-yl)methanolPyrazan5-Pyrimidinemethanol, 4-amino-2-methyl-

Database identifiers

CAS: 73-67-6
PubChem CID: 777
DTXSID: DTXSID80223275
ChEMBL: CHEMBL1233354
ChEBI: CHEBI:16892
UNII: G62V17J09J
EC Number: 806-933-7
Nikkaji: J544.797F

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 72 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 109

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point: 193 · 193-198°; mp 198-200°
Boiling point: 326 · 326.0±27.0 °C(Predicted)
Density: 1.285 · 1.285±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 13.31 · 13.31±0.10(Predicted)
color: White to Off-White
Merck: 14 · 14,9561
Major Application: pharmaceutical small molecule
InChI: InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9)
InChIKey: VUTBELPREDJDDH-UHFFFAOYSA-N
SMILES: C1(C)=NC=C(CO)C(N)=N1
CAS DataBase Reference: 73 · 73-67-6
FDA UNII: 62 V17J09J · G62V17J09J
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
WGK Germany: 3 · WGK 3
HS Code: 2933.59 · 2933.59.9500
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: WGK 3
hs_code: 2933.59.9500
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

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

Upstream & downstream products

Downstream products

HMP-PP

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

陕西缔都新材料有限公司81124267 17392282731 · [email protected]

湖北万得化工有限公司15377098680 15377098680 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

Additional notes

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