Basic information
- CAS
1185112-19-9- Standard SMILES
CCCCNC(=O)NS(=O)(=O)c1ccc(CO)cc1- InChIKey
SJRHYONYKZIRPM-UHFFFAOYSA-N- Molecular formula
- C12H18N2O4S
- Average molar mass
- 286.35 g/mol
- Monoisotopic mass
- 286.09872823
Overview
4-hydroxytolbutamide is a urea that consists of 1-butylurea having a 4-hydroxymethylbenzenesulfonyl group attached at the 3-position. It has a role as a metabolite. It is a member of benzyl alcohols, a sulfonamide and a member of ureas.
Names & identifiers
- Preferred name
- Hydroxytolbutamide
- IUPAC
- 1-butyl-3-[4-(hydroxymethyl)phenyl]sulfonylurea
- English name
- 4-Hydroxytolbutamide
- Molecular formula
- C12H18N2O4S
- Molecular weight
- 286.35
Names & synonyms
5719-85-7HydroxytolbutamidehydroxymethyltolbutamideMethylhydroxytolbutamide1-Butyl-3-(4-hydroxymethylphenyl)sulfonylureaN-((Butylamino)carbonyl)-4-(hydroxymethyl)benzenesulfonamide52K8J94779DTXSID30205824Benzenesulfonamide, N-((butylamino)carbonyl)-4-(hydroxymethyl)-Benzenesulfonamide, N-[(butylamino)carbonyl]-4-(hydroxymethyl)-RefChem:923172DTXCID60128315
Show more names
Tolbutamide HydroxyTolbutamide Impurity 4HydroxyMethylcarbutaMide Impurity4-Hydroxytolbutamide solution4-Hydroxytolbutamide Solution, 100ppm1-Butyl-3-(p-hydroxyMethylphenyl)sulfonylurea
4-HydroxytolbutamideHydroxy Tolbutamide4-hydroxy TolbutamideN-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide4 hydroxy tolbutamideHydroxymethylcarbutamideN-(butylcarbamoyl)-4-(hydroxymethyl)benzenesulfonamideMFCD00144466
Database identifiers
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 104 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 370
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 100 · 100-102 °C
- Density
- 1.268 · 1.268±0.06 g/cm3(Predicted)
- Flash point
- 2 ℃ · 2℃
- storage temp.
- 2 · 2-8°C
- solubility
- 12 mg/mL · ethanol: 12 mg/mL
- pka
- 4.96 · 4.96±0.10(Predicted)
- form
- Solid
- color
- white
- InChI
- 1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)
- InChIKey
- SJRHYONYKZIRPM-UHFFFAOYSA-N
- SMILES
- CCCCNC(=O)NS(=O)(=O)c1ccc(CO)cc1
- FDA UNII
- 52 K8J94779 · 52K8J94779
- UNSPSC Code
- 12161501 · 12161501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- ridadr
- UN 1648 3 / PGII
- hs_code
- 29350090
- risk_code
- 11-20/21/22-36
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xn
- safety_code
- 16-36/37-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H225-H302+H312+H332-H319
- Precautionary statements
- P210-P261-P302+P352+P312-P304+P340+P312-P337+P313-P403+P235
Chemistry & industry
Pharmacology
Metabolism/Metabolites4-Hydroxytolbutamide is a known human metabolite of tolbutamide.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Applications
Description4-hydroxy Tolbutamide is a cytochrome P450 2C8 (CYP2C8) and CYP2C9 metabolite of tolbutamide, a first-generation potassium channel blocker. Tolbutamide 4-hydroxylation is an often used probe reaction in the pharmaceutical industry for the characterization of CYP2C8 and CYP2C9 involvement in the metabolism of clinical drugs.
UsesA metabolite of Tolbutamide. Formed by the cytochrome CYP2CIIC8 and IIC9 subfamily of P450 enzymes
Uses4-Hydroxytolbutamide has been used as a standard to assay the fungal biotransformation of tolbutamide to 4′-hydroxytolbutamide.
Suppliers53 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
汇智和源生物技术(苏州)有限公司010-59755330 13701268334 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Related reactions
1 records
Compound notes
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