Basic information
- CAS
339-43-5- Standard SMILES
CCCCNC(=O)NS(=O)(=O)c1ccc(N)cc1- InChIKey
VDTNNGKXZGSZIP-UHFFFAOYSA-N- Molecular formula
- C11H17N3O3S
- Average molar mass
- 271.34 g/mol
- Monoisotopic mass
- 271.09906259
Overview
Carbutamide is a member of benzenes and a sulfonamide.
Names & identifiers
- Preferred name
- Carbutamide
- IUPAC
- 1-(4-aminophenyl)sulfonyl-3-butylurea
- English name
- carbutamide
- Molecular formula
- C11H17N3O3S
- Molecular weight
- 271.34
Names & synonyms
Carbutamide339-43-5GlybutamideEmedanInvenolButisulfinaGlucidoralGlucofrenDiaboralOrasulinBurcolNadisan
Show more names
U-6987OranilBucarban
AminophenurobutaneBukarbanNorboralAlentinBucrolInbutonNadizanOranyl
Database identifiers
- CAS
339-43-5- PubChem CID
- 9564
- DTXSID
DTXSID8022741- ChEMBL
CHEMBL448570- ChEBI
CHEBI:135118- UNII
- E3K8P4869P
- EC Number
- 206-424-4
- Nikkaji
- J5.684G
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 356
Experimental & physicochemical properties
SpringerMaterials PropertiesCrystal structure
LogP
log Kow= 1.01
1.18
Color/FormCrystals
Solubility
Sol in water at pH 5 to 8.
In water, 535 mg/l @ 37 °C
Melting Point144-145 °C
Collision Cross Section165.0 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8022741]
Physicochemical properties
- Melting point
- 144 · 144-145°
- Density
- 1.284 · 1.2840 (rough estimate)
- refractive index
- 1.663 · 1.6630 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (97.5%): 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Benzenesulfonamide, 4-amino-N-[(butylamino)carbonyl]-: Human health tier I assessment
FDA Requirements
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)
Safety & protection
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxicology
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Mechanism of Action
SULFONYLUREAS STIMULATE ISLET TISSUE TO SECRETE INSULIN. ... SULFONYLUREAS CAUSE DEGRANULATION OF THE BETA CELLS, A PHENOMENON ASSOCIATED WITH INCR RATE OF SECRETION OF INSULIN. ...THEY ARE EFFECTIVE IN INSULIN-INDEPENDENT DIABETIC PATIENTS IN WHOM THE PANCREAS RETAINS THE CAPACITY TO SECRETE INSULIN. /SULFONYLUREAS/
Metabolism/Metabolites
...IN MAN APPROX ONE-THIRD OF THE EXCRETED DOSE IS REPRESENTED BY THE N-ACETYLATED METABOLITE. LARGE SPECIES VARIATIONS HAVE BEEN DETECTED; THE RABBIT PRODUCES SIGNIFICANT AMT...WHILE MONKEY & DOGS ARE LOW OR VERY LOW ACETYLATORS & MAN OCCUPIES AN INTERMEDIATE POSITION.
THEY ARE HYDROXYLATED IN THE LIVER TO ACTIVE & INACTIVE PRODUCTS WHICH ARE ALMOST TOTALLY EXCRETED IN THE URINE. /SULFONYLUREAS/
MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Absorption, Distribution and Excretion
THE SULFONYLUREAS ARE READILY ABSORBED FROM THE GI TRACT. THE MOST IMPORTANT DIFFERENCE AMONG THE SULFONYLUREAS, FOR CLINICAL PURPOSE, IS IN THEIR DURATION OF ACTION... /SULFONYLUREAS/_
SULFONYLUREAS ARE LARGELY BOUND TO PLASMA PROTEINS & ARE DISTRIBUTED IN THE EXTRACELLULAR SPACE. /SULFONYLUREAS/
Uses & manufacturing
Uses
Therap cat: Antidiabetic
MEDICATION (VET)
U.S. Production
(1979) NOT PRODUCED COMMERCIALLY IN U.S.
(1981) NOT PRODUCED COMMERCIALLY IN U.S.
Methods of Manufacturing
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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