Details
Stereochemistry | EPIMERIC |
Molecular Formula | C33H45NO6S |
Molecular Weight | 583.779 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCC(C)(O)CS[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC2=CC=C(NC(=O)C3=CC=CC=C3)C=C2
InChI
InChIKey=DRWKZQHXBXCXEO-ONNUEXRDSA-N
InChI=1S/C33H45NO6S/c1-3-4-12-21-33(2,39)23-41-31-27(28(35)22-29(31)36)15-10-5-6-11-16-30(37)40-26-19-17-25(18-20-26)34-32(38)24-13-8-7-9-14-24/h7-9,13-14,17-20,27,29,31,36,39H,3-6,10-12,15-16,21-23H2,1-2H3,(H,34,38)/t27-,29+,31+,33?/m0/s1
Molecular Formula | C33H45NO6S |
Molecular Weight | 583.779 |
Charge | 0 |
Count |
|
Stereochemistry | EPIMERIC |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Tiprostanide is a 13-thia-PGE1 analog which also contains a p-benzamidophenyl ester, presumably to enhance crystallinity and stability. Although originally targeted and evaluated as an antihypertensive agent, emphasis was switched to an antiulcer indication because of disappointing clinical results. Tiprostanide has two distinct properties in the human stomach, viz. antisecretory and protective, which are independent of each other. Antisecretory prostaglandins protect the human stomach against aspirin and bile salts in doses which are much smaller than the threshold antisecretory ones.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
[Human acid inhibition and prevention of a drop in the transmucosal potential difference by thioprostaglandin EMD 33290]. | 1982 Jun 5 |
|
Antisecretory and protective properties of prostaglandin analogs in man. | 1982 Sep |
|
Antisecretory and protective properties of prostaglandin analogues in man. | 1984 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:50:38 GMT 2023
by
admin
on
Fri Dec 15 16:50:38 GMT 2023
|
Record UNII |
W28FJ301MU
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C78568
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
5229
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
266-556-3
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
CHEMBL2107137
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
C152654
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
100000077244
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
67040-53-3
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
W28FJ301MU
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
72174
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY | |||
|
SUB11109MIG
Created by
admin on Fri Dec 15 16:50:38 GMT 2023 , Edited by admin on Fri Dec 15 16:50:38 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |