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

Details

Stereochemistry ACHIRAL
Molecular Formula C7H5N3O2S
Molecular Weight 195.199
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-AMINO-6-NITROBENZOTHIAZOLE

SMILES

NC1=NC2=CC=C(C=C2S1)[N+]([O-])=O

InChI

InChIKey=GPNAVOJCQIEKQF-UHFFFAOYSA-N
InChI=1S/C7H5N3O2S/c8-7-9-5-2-1-4(10(11)12)3-6(5)13-7/h1-3H,(H2,8,9)

HIDE SMILES / InChI

Molecular Formula C7H5N3O2S
Molecular Weight 195.199
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2-Amino-6-nitrobenzothiazole is an important intermediate product for the preparation of valuable azo dyestuffs. It has demonstrated in vitro antiprotozoal effect against Trichomonas vaginalis. 2-Amino-6-nitrobenzothiazole has been used: • as model analyte for voltammetric determination of electrochemically reducible organic substances • in the synthesis of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid[2-(cyclohexanecarbonylamino)benzothiazol-6-yl]amide derivatives • in the preparation of push-pull nonlinear optical chromophores containing thiazole and benzothiazole acceptors • as a base in dye production by diazotation reaction.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
3.0 µM [Ki]
0.625 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Hydrogen bonding in nitroaniline analogues: a three-dimensional framework in 2-amino-6-nitro-1,3-benzothiazole.
2001-10
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
2-Amino-6-nitrobenzothiazole inhibited Trichomonas vaginalis growth in vitro with IC50 value of 625 nM.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:46:56 GMT 2025
Edited
by admin
on Mon Mar 31 18:46:56 GMT 2025
Record UNII
4321510DG9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-10794
Preferred Name English
2-AMINO-6-NITROBENZOTHIAZOLE
Systematic Name English
NSC-62980
Code English
BENZOTHIAZOLE, 2-AMINO-6-NITRO-
Systematic Name English
AMINO-6-NITROBENZOTHIAZOLE, 2-
Systematic Name English
NSC-62341
Code English
6-NITRO-2-BENZOTHIAZOLEAMINE
Systematic Name English
2-BENZOTHIAZOLAMINE, 6-NITRO-
Systematic Name English
Code System Code Type Description
NSC
62341
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
NSC
10794
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
PUBCHEM
22704
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
CAS
6285-57-0
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID3024491
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
228-513-7
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
NSC
62980
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY
FDA UNII
4321510DG9
Created by admin on Mon Mar 31 18:46:56 GMT 2025 , Edited by admin on Mon Mar 31 18:46:56 GMT 2025
PRIMARY