U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H17N3O3S
Molecular Weight 271.336
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBUTAMIDE

SMILES

CCCCNC(=O)NS(=O)(=O)C1=CC=C(N)C=C1

InChI

InChIKey=VDTNNGKXZGSZIP-UHFFFAOYSA-N
InChI=1S/C11H17N3O3S/c1-2-3-8-13-11(15)14-18(16,17)10-6-4-9(12)5-7-10/h4-7H,2-3,8,12H2,1H3,(H2,13,14,15)

HIDE SMILES / InChI
Carbutamide (or BZ-55) under the brand name Glucidoral was used as the anti-diabetic drug to treat diabetes in France. Carbutamide belongs to the family of sulphonylureas and reduces the excess sugar in the blood by promoting the secretion of insulin.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Glucidoral

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A clinical trial of carbutamide (BZ 55) in diabetics admitted to hospital.
1956 Dec 22
[Periodontal-prosthetic relations in the anterior arch: clinical approach].
1986 Mar
Effects of sulfonylurea compounds on Pneumocystis carinii.
1986 May
History of diabetes mellitus.
2002 Apr
Identification and quantification of 8 sulfonylureas with clinical toxicology interest by liquid chromatography-ion-trap tandem mass spectrometry and library searching.
2005 Sep

Sample Use Guides

Adult under 65 years old: 1 to 2 tablets a day, taken once; the dose is adjusted according to blood glucose. The person over 65 or weakened: the initial dose is 1/2 tablet daily. Adjustment of the dosage is then made, depending on the blood glucose, in stages of at least 15 days.
Route of Administration: Oral
It was observed the effect of BZ-55 (carbutamide) on one of the fundamental ways by which glucose is produced by the body. Slices of 60-90 mg weight were taken from the liver of a fed, normal rabbit. These slices were incubated in a phosphate-saline medium, pH 7.5, for 45 minutes, and the amounts of glucose produced by the slices were measured. Various amounts of BZ-55 (0.03; 0.06; 0.12; 0.25; 0.50 mg/ml) were added to the media, and in some cases insulin (1 unit/ml) or glucagon (2.5 y/ml) or insulin and glucagon were also added. Statistical analyses suggested that there was an inhibitory effect of BZ-55 upon glucose production in the absence of added insulin or glucagon.
Name Type Language
CARBUTAMIDE
HSDB   INN   MART.   MI   WHO-DD  
INN  
Official Name English
1-BUTYL-3-SULFANILYL-UREA
Systematic Name English
EMEDAN
Brand Name English
INVENOL
Brand Name English
CARBUTAMIDE [HSDB]
Common Name English
BZ 55
Code English
CA 1022
Code English
GLYBUTAMIDE
Common Name English
CARBUTAMIDE [MART.]
Common Name English
carbutamide [INN]
Common Name English
Carbutamide [WHO-DD]
Common Name English
U-6987
Code English
DIABORAL
Brand Name English
CARBUTAMIDE [MI]
Common Name English
BZ-55
Code English
GLUCOFREN
Brand Name English
GLUCIDORAL
Brand Name English
NSC-242409
Code English
Classification Tree Code System Code
WHO-VATC QA10BB06
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
WHO-ATC A10BB06
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
NCI_THESAURUS C97936
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
Code System Code Type Description
NSC
242409
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
CAS
339-43-5
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
PUBCHEM
9564
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
HSDB
5488
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
SMS_ID
100000084589
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
FDA UNII
E3K8P4869P
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
ECHA (EC/EINECS)
206-424-4
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
INN
615
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
MESH
D002271
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL448570
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
DRUG CENTRAL
505
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
DRUG BANK
DB13406
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
MERCK INDEX
m3101
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID8022741
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
WIKIPEDIA
CARBUTAMIDE
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
RXCUI
2068
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C83597
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY
EVMPD
SUB06620MIG
Created by admin on Sat Dec 16 16:19:53 UTC 2023 , Edited by admin on Sat Dec 16 16:19:53 UTC 2023
PRIMARY