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Details

Stereochemistry ACHIRAL
Molecular Formula C9H8N8O2S
Molecular Weight 292.277
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIAMIPRINE

SMILES

CN1C=NC(=C1SC2=C3N=CNC3=NC(N)=N2)[N+]([O-])=O

InChI

InChIKey=YFTWHEBLORWGNI-UHFFFAOYSA-N
InChI=1S/C9H8N8O2S/c1-16-3-13-6(17(18)19)8(16)20-7-4-5(12-2-11-4)14-9(10)15-7/h2-3H,1H3,(H3,10,11,12,14,15)

HIDE SMILES / InChI
Molecular Formula C9H8N8O2S
Molecular Weight 292.277
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Thiamiprine is a cytotoxic purine derivative patented by Wellcome Foundation Ltd. as an immunosuppressive and antineoplastic agent. In preclinical models, Thiamiprine is active against a variety of transplantable rodent tumors and in the rat adjuvant arthritis model.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Purine analogs as potential anticytomegalovirus agents.
1969 Sep
[Comparative study of toxicity, immunodepressive and tolerogenic activity of thiamiprine, azathioprine and cyclophosphane].
1971 Nov-Dec
Patents

Patents

JP2002541233A
400
JP2003515526A
462
JP2011525180A
180
JP2011528275A
455
JP4787165B2
101
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:09:11 UTC 2023
Edited
by admin
on Fri Dec 15 15:09:11 UTC 2023
Record UNII
E2EV7ZDD1M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
THIAMIPRINE
MI   USAN  
USAN  
Official Name English
GUANERAN
Common Name English
BW-57-323
Code English
BW 57-323
Code English
AZATHIOPRINE RELATED COMPOUND G
USP-RS  
Common Name English
NSC-38887
Code English
tiamiprine [INN]
Common Name English
TIAMIPRINE
INN  
INN  
Official Name English
1H-PURIN-2-AMINE, 6-((1-METHYL-4-NITRO-1H-IMIDAZOL-5-YL)THIO)-
Systematic Name English
AZATHIOPRINE IMPURITY G [EP IMPURITY]
Common Name English
TIAMIPRIN
Common Name English
9H-PURIN-2-AMINE, 6-((1-METHYL-4-NITRO-1H-IMIDAZOL-5-YL)THIO)-
Systematic Name English
THIAMIPRINE [USAN]
Common Name English
THIAMIPRINE [MI]
Common Name English
AZATHIOPRINE RELATED COMPOUND G [USP-RS]
Common Name English
2-Amino-6-[(1-methyl-4-nitroimidazol-5-yl)thio]purine
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1556
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
Code System Code Type Description
ECHA (EC/EINECS)
226-977-5
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
NCI_THESAURUS
C1251
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
DRUG CENTRAL
3596
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
CAS
5581-52-2
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
PUBCHEM
3379405
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
FDA UNII
E2EV7ZDD1M
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID70204396
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
INN
1869
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
ChEMBL
CHEMBL34722
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
SMS_ID
100000082176
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
NSC
38887
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
EVMPD
SUB11003MIG
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
RS_ITEM_NUM
1045938
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
MESH
C060146
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY
MERCK INDEX
m10721
Created by admin on Fri Dec 15 15:09:11 UTC 2023 , Edited by admin on Fri Dec 15 15:09:11 UTC 2023
PRIMARY Merck Index
Related Record Type Details
Structure of AZATHIOPRINE
PARENT -> IMPURITY
Related Record Type Details
Structure of THIAMIPRINE
ACTIVE MOIETY
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