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

Details

Stereochemistry ACHIRAL
Molecular Formula C2H4N4O2S2
Molecular Weight 180.209
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DESACETYL ACETAZOLAMIDE

SMILES

NC1=NN=C(S1)S(N)(=O)=O

InChI

InChIKey=VGMVBPQOACUDRU-UHFFFAOYSA-N
InChI=1S/C2H4N4O2S2/c3-1-5-6-2(9-1)10(4,7)8/h(H2,3,5)(H2,4,7,8)

HIDE SMILES / InChI

Molecular Formula C2H4N4O2S2
Molecular Weight 180.209
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Acetazolamide-based fungal chitinase inhibitors.
2010-12-01
Synthesis, characterization and antiglaucoma activity of some novel pyrazole derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide.
2010-11
Simultaneous determination of epinephrine, uric acid and xanthine in the presence of ascorbic acid using an ultrathin polymer film of 5-amino-1,3,4-thiadiazole-2-thiol modified electrode.
2009-08-04
Effects of new 5-amino-1,3,4-thiadiazole-2-sulfonamide derivatives on human carbonic anhydrase isozymes.
2009-05-01
Carbonic anhydrase inhibitors. Biphenylsulfonamides with inhibitory action towards the transmembrane, tumor-associated isozymes IX possess cytotoxic activity against human colon, lung and breast cancer cell lines.
2009-04
Amide derivatives with pyrazole carboxylic acids of 5-amino-1,3,4-thiadiazole 2-sulfonamide as new carbonic anhydrase inhibitors: synthesis and investigation of inhibitory effects.
2008-12
Carbonic anhydrase inhibitors: X-ray crystallographic studies for the binding of 5-amino-1,3,4-thiadiazole-2-sulfonamide and 5-(4-amino-3-chloro-5-fluorophenylsulfonamido)-1,3,4-thiadiazole-2-sulfonamide to human isoform II.
2006-12-15
Carbonic anhydrase inhibitors. Inhibition of red blood cell ostrich (Struthio camelus) carbonic anhydrase with a series of aromatic and heterocyclic sulfonamides.
2005-08
Carbonic anhydrase inhibitors. Novel sulfanilamide/acetazolamide derivatives obtained by the tail approach and their interaction with the cytosolic isozymes I and II, and the tumor-associated isozyme IX.
2005-01-17
Carbonic anhydrase inhibitors: Schiff's bases of aromatic and heterocyclic sulfonamides and their metal complexes.
2004-06
Carbonic anhydrase inhibitors. Inhibition of tumor-associated isozyme IX by halogenosulfanilamide and halogenophenylaminobenzolamide derivatives.
2003-05-22
Bile acid derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide as new carbonic anhydrase inhibitors: synthesis and investigation of inhibition effects.
2002-08
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:48:57 GMT 2025
Edited
by admin
on Mon Mar 31 18:48:57 GMT 2025
Record UNII
F687N81LIZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-AMINO-1,3,4-THIADIAZOL-2-SULFONAMIDE
Preferred Name English
DESACETYL ACETAZOLAMIDE
Common Name English
NSC-22979
Code English
ACETAZOLAMIDE RELATED COMPOUND D [USP-RS]
Common Name English
2-AMINO-1,3,4-THIADAZOLE-5-SULFONAMIDE
Common Name English
5-AMINO-1,3,4-THIADIAZOLE-2-SULFONAMIDE
Systematic Name English
ACETAZOLAMIDE IMPURITY D [EP IMPURITY]
Common Name English
TIO-URASIN
Common Name English
2-AMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE
Systematic Name English
DESACETYL ACETAZOLAMIDE [USP IMPURITY]
Common Name English
CL-5343
Code English
1,3,4-THIADIAZOLE-2-SULFONAMIDE, 5-AMINO-
Systematic Name English
AMINO-1,3,4-THIADIAZOLE-5-SULFONAMIDE, 2-
Systematic Name English
Code System Code Type Description
FDA UNII
F687N81LIZ
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
CAS
14949-00-9
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
RS_ITEM_NUM
1005048
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
NSC
22979
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
PUBCHEM
84724
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID10164324
Created by admin on Mon Mar 31 18:48:57 GMT 2025 , Edited by admin on Mon Mar 31 18:48:57 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP