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

Details

Stereochemistry ACHIRAL
Molecular Formula C14H21N3O3S
Molecular Weight 311.4
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METAHEXAMIDE

SMILES

CC1=CC=C(C=C1N)S(=O)(=O)NC(=O)NC2CCCCC2

InChI

InChIKey=XXYTXQGCRQLRHA-UHFFFAOYSA-N
InChI=1S/C14H21N3O3S/c1-10-7-8-12(9-13(10)15)21(19,20)17-14(18)16-11-5-3-2-4-6-11/h7-9,11H,2-6,15H2,1H3,(H2,16,17,18)

HIDE SMILES / InChI

Molecular Formula C14H21N3O3S
Molecular Weight 311.4
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Metahexamide (N(3-amino-4-methyl-benzenesulfonyl)-N'-cyclohexylurea) is an oral hypoglycemizing agent. The remarkable hypoglycemizing action of metahexamide is justified by two properties: the slow metabolism and the strongly enhanced peripheral glucose utilization. Metahexamide has been studied in the treatment of diabetes.

Approval Year

PubMed

PubMed

TitleDatePubMed
On the hypoglycemizing effect of metahexamide.
1959-10-15
Metahexamide in diabetes therapy.
1959-09-25
Comparative pharmacology and clinical responses to metahexamide.
1959-09-25
Clinical studies with metahexamide.
1959-09-25
Substance Class Chemical
Created
by admin
on Wed Apr 02 08:45:27 GMT 2025
Edited
by admin
on Wed Apr 02 08:45:27 GMT 2025
Record UNII
T3U6F5D722
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-(3-AMINO-P-TOLYLSULFONYL)-3-CYCLOHEXYLUREA
Preferred Name English
METAHEXAMIDE
INN   WHO-DD  
INN  
Official Name English
Metahexamide [WHO-DD]
Common Name English
metahexamide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C97936
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
WHO-ATC A10BB10
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
WHO-VATC QA10BB10
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
Code System Code Type Description
DRUG CENTRAL
1717
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
INN
863
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
ChEMBL
CHEMBL507419
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
EVMPD
SUB08803MIG
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
WIKIPEDIA
METAHEXAMIDE
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
MESH
C100077
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID3023267
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
NCI_THESAURUS
C91022
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
PUBCHEM
11259
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
SMS_ID
100000081193
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
FDA UNII
T3U6F5D722
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
DRUG BANK
DB13675
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-276-9
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
CAS
565-33-3
Created by admin on Wed Apr 02 08:45:27 GMT 2025 , Edited by admin on Wed Apr 02 08:45:27 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY