CAS 29636-87-1 4-hydroxymethyl-5-methyl-1H-imidazole (HCID 122433)

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Basic information

CAS: 29636-87-1
Standard SMILES: Cc1[nH]cnc1CO
InChIKey: AXJZCJSXNZZMDU-UHFFFAOYSA-N
Molecular formula: C5H8N2O
Average molar mass: 112.13 g/mol
Monoisotopic mass: 112.06366288

Overview

structure in first source

Names & identifiers

Preferred name: 4-hydroxymethyl-5-methyl-1H-imidazole
IUPAC: (5-methyl-1H-imidazol-4-yl)methanol
English name: 4-HYDROXYMETHYL-5-METHYLIMIDAZOLE
Molecular formula: C5H8N2O
Molecular weight: 112.13

Names & synonyms

4-hydroxymethyl-5-methyl-1H-imidazoleRefChem:43843229636-87-1(5-methyl-1H-imidazol-4-yl)methanol4-Hydroxymethyl-5-methylimidazole1H-Imidazole-4-methanol, 5-methyl-(4-Methyl-1H-imidazol-5-yl)methanol1H-Imidazole-5-methanol, 4-methyl-MFCD007924765-Methyl-1H-imidazole-4-methanol4-methyl-5-hydroxymethylimidazoleImidazole-4-methanol, 5-methyl-

Show more names

Cimetidine Impurity I4-Methyl-5-imidazolemethanolCimetidine Impurity I HCl(EP)5-methyl-1h-imidazole-4-methano4-Hydoxymethyl-5-methylimidazol4-Methyl-1H-imidazole-5-methanol5-Hydroxymethyl-4-methylimidazole5-METHYL-4-HYDROXYMETHYLIMIDAZOLE

Cimetidine EP Impurity I4-(Hydroxymethyl)-5-methyl-1H-imidazole1H-imidazole-4-methanol, 5-methyl-, hydrochloride4-(hydroxymethyl)-5-methylimidazole hydrochloride(4-methylimidazol-5-yl)methan-1-ol4-(hydroxymethyl)-5-methylimidazoleEINECS 249-740-8EC 249-740-8

Properties

Computed structural properties

XLogP: -0.4
Topological polar surface area: 48.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 8
Formal charge: 0
Complexity: 76.8

Physicochemical properties

Melting point: 136 °C · 136°C
Boiling point: 389.1 · 389.1±27.0 °C(Predicted)
Density: 1.231 · 1.231
storage temp.: 2 · 2-8°C
solubility: DMSO (Heated), Methanol (Slightly)
form: Solid
pka: 13.62 · 13.62±0.10(Predicted)
color: White to Off-White
Water Solubility: almost transparency
Major Application: pharmaceutical small molecule
InChI: InChI=1S/C5H8N2O/c1-4-5(2-8)7-3-6-4/h3,8H,2H2,1H3,(H,6,7)
InChIKey: AXJZCJSXNZZMDU-UHFFFAOYSA-N
SMILES: C1NC(CO)=C(C)N=1
LogP: -0.62 at · -0.62 at 23℃ and pH8.4
CAS DataBase Reference: 29636 · 29636-87-1(CAS DataBase Reference)
EPA Substance Registry System

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 4.1% (2 of 49) of reports.

Danger

H302 (79.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P321, P330, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 27-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19005

Hazard Classes and CategoriesAcute Tox. 4 (79.6%)

Safety data

wgk: WGK 3
tsca: TSCA listed
hs_code: 2933299090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 26-36/37/39
Storage Class: 8A - Combustible corrosive hazardous materials
Hazard statements: H317-H319
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralSkin Corr. 1B
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Imidazole-5-methanol, 4-methyl-: INACTIVE

Applications · 1 item

Uses4-Hydroxymethyl-5-methylimidazole is used as an intermediate of Alosetron hydrochloride, a 5-HT3 antagonist used only for the treatment of irritable bowel syndrome (IBS) in women with predominantly severe diarrhoea. As the drug causes ischaemic colitis, a life-threatening condition in which intestinal tissue dies due to lack of blood flow to the colon. Therefore, it is no longer used.