Details
Stereochemistry | RACEMIC |
Molecular Formula | C19H28N4O5S2 |
Molecular Weight | 456.579 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNCC1=CC=C(CSCCN\C(NCC(O)C2=CC=C(O)C=C2)=N\S(C)(=O)=O)O1
InChI
InChIKey=GZPOYVTZKHVRHE-UHFFFAOYSA-N
InChI=1S/C19H28N4O5S2/c1-20-11-16-7-8-17(28-16)13-29-10-9-21-19(23-30(2,26)27)22-12-18(25)14-3-5-15(24)6-4-14/h3-8,18,20,24-25H,9-13H2,1-2H3,(H2,21,22,23)
Molecular Formula | C19H28N4O5S2 |
Molecular Weight | 456.579 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 1 |
Optical Activity | ( + / - ) |
DescriptionSources: http://adisinsight.springer.com/drugs/800002012Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/10352421
https://www.ncbi.nlm.nih.gov/pubmed/7914553
http://www.lifescience.co.jp/yk/yk00/yke00s2.html
Sources: http://adisinsight.springer.com/drugs/800002012
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/10352421
https://www.ncbi.nlm.nih.gov/pubmed/7914553
http://www.lifescience.co.jp/yk/yk00/yke00s2.html
Osutidine (T-593) is a H2 receptor antagonist which was undergoing development by Toyama Chemical for the treatment of peptic/gastric and duodenal ulcers. It is a beta-hydroxyphenethylamine derivative with both antisecretory and cytoprotective properties. Osutidine inhibited the histamine-induced cAMP generation in a concentration-dependent manner. Osutidine suppressed the maximal response of the histamine-induced positive chronotropic response, indicating that the compound is unsurmountable H2-antagonists. The metabolism of Osutidine in humans may not differ from that of rodents and dogs. No clinically relevant accumulation occurred following repeated dosage. In the single oral and subcutaneous dose toxicity studies in rats, there were no dead animals. The oral LD50 value was greater than 5 g/kg for both sexes, and there was no abnormality in general signs. An oral formulation of the drug was in phase III clinical trials in Japan, however Toyama has dropped it from clinical development.
Originator
Sources: https://business.highbeam.com/436989/article-1G1-71765417/osutidine-toyama-discontinued-japan
Curator's Comment: Osutidine had been licensed to Kowa for joint codevelopment and marketing.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P17124 Gene ID: 403812.0 Gene Symbol: HRH2 Target Organism: Canis lupus familiaris (Dog) (Canis familiaris) Sources: https://www.ncbi.nlm.nih.gov/pubmed/10352421 |
2.3 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.lifescience.co.jp/yk/yk00/ab_s2/ab17.htm
Curator's Comment: It is confirmed that 800 mg of Osutidine (T-593) given twice daily is useful for promoting the healing of gastric and duodenal ulcers.
Twice daily in a dose of 400 mg, 8 weeks to patients with gastric ulcer and for 6 weeks to patients with duodenal ulcer
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10352421
Hepa cells (derived from a rat hepatoma cell line) were transfected with the canine histamine H2 receptor. The expressed receptor was selective to H2, but not H1, receptor. The inhibitory effect of Osutidine (T-593) on cellular cAMP generation stimulated by 1E-5 mol/l histamine was studied in Hepa cells expressing the canine histamine H2 receptor. T-593 inhibited the histamine-induced cAMP generation in a concentration-dependent manner, with IC50 values of 2.3E-6 mol/l.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:15:48 GMT 2023
by
admin
on
Fri Dec 15 17:15:48 GMT 2023
|
Record UNII |
YDB1AQ7N4L
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C29702
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
100000083574
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
7511
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
DTXSID6040240
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
132303
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
140695-21-2
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
C90864
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
CHEMBL1742409
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
SUB09477MIG
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY | |||
|
YDB1AQ7N4L
Created by
admin on Fri Dec 15 17:15:49 GMT 2023 , Edited by admin on Fri Dec 15 17:15:49 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TARGET -> INHIBITOR |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|