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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10O3
Molecular Weight 202.206
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIZOFURONE

SMILES

CC(=O)C1=CC=C2OC3(CC3)C(=O)C2=C1

InChI

InChIKey=SETMGIIITGNLAS-UHFFFAOYSA-N
InChI=1S/C12H10O3/c1-7(13)8-2-3-10-9(6-8)11(14)12(15-10)4-5-12/h2-3,6H,4-5H2,1H3

HIDE SMILES / InChI

Molecular Formula C12H10O3
Molecular Weight 202.206
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Spizofurone (also known as AG-629) is a spirobenzofuranone derivative patented by Japan's largest pharmaceutical company Takeda Chemical Industries, Ltd. as the anti-ulcer agent. In preclinical models Spizofurone dose-dependently increase in gastric mucosal blood flow in anesthetized dogs. The reduction in the gastric mucosal blood flow as induced by indomethacin was markedly improved by spizofurone. The topical action of spizofurone was confirmed in an in situ experiment using a stomach flap fixed to a lucite chamber. Spizofurone given orally or i.p. in a dose range of 25-200 mg/kg inhibited indomethacin-induced gastric antral ulcers in rats. Furthermore, spizofurone potentiated the inhibitory effect of prostaglandin E2 on indomethacin-induced gastric antral ulcers. The increase in alkaline secretion in bullfrog duodenal mucosa seen in the presence of spizofurone is mediated, at least in part, by stimulation of endogenous prostaglandins synthesis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of 5-acetylspiro[benzofuran-2(3H),1'-cyclopropan]-3-one, a new anti-ulcer agent, on experimental acute and chronic ulcers.
1985
Spizofurone (AG-629) increases gastric mucosal blood flow in dogs: a possible mechanism of its anti-ulcer effect.
1985 Apr 16
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:35:25 GMT 2023
Edited
by admin
on Fri Dec 15 15:35:25 GMT 2023
Record UNII
94F21T5G3C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SPIZOFURONE
INN   MI   WHO-DD  
INN  
Official Name English
Spizofurone [WHO-DD]
Common Name English
spizofurone [INN]
Common Name English
AG-629
Code English
SPIZOFURONE [JAN]
Common Name English
SPIZOFURONE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20868144
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
EVMPD
SUB10637MIG
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
MERCK INDEX
m473
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY Merck Index
PUBCHEM
71755
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
SMS_ID
100000083831
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
DRUG CENTRAL
2476
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
ChEMBL
CHEMBL18098
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
INN
5949
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
NCI_THESAURUS
C73190
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
FDA UNII
94F21T5G3C
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
CAS
72492-12-7
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
MESH
C045902
Created by admin on Fri Dec 15 15:35:25 GMT 2023 , Edited by admin on Fri Dec 15 15:35:25 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY