Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C14H17N3O4 |
| Molecular Weight | 291.3025 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NCC(=O)N1C[C@@H](C[C@H]1C(O)=O)NC(=O)C2=CC=CC=C2
InChI
InChIKey=BIZKIHUJGMSVFD-MNOVXSKESA-N
InChI=1S/C14H17N3O4/c15-7-12(18)17-8-10(6-11(17)14(20)21)16-13(19)9-4-2-1-3-5-9/h1-5,10-11H,6-8,15H2,(H,16,19)(H,20,21)/t10-,11+/m1/s1
Danegaptide (GAP-134) is a small dipeptide gap junction modifier, developed by Wyeth and Zealand Pharma. Danegaptide works by re-establishing of gap junction intercellular communications in adjacent cardiomyocytes, thus reversing cardiac conduction slowing and electrical heterogeneity thought to be responsible for arrhythmias. In a canine model of acute sterile pericarditis, Danegaptide significantly reduced AF duration and overall AF burden. Danegaptide was investigated in phase 2 clinical trial in patients with ST-segment elevation myocardial infarction (STEMI). It was found that administrations danegaptide to patients with STEMI did not improve myocardial salvage, and development of the drug was discontinued.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Discovery of (2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride (GAP-134)13, an orally active small molecule gap-junction modifier for the treatment of atrial fibrillation. | 2009 Feb 26 |
|
| GAP-134 ([2S,4R]-1-[2-aminoacetyl]4-benzamidopyrrolidine-2-carboxylic acid) prevents spontaneous ventricular arrhythmias and reduces infarct size during myocardial ischemia/reperfusion injury in open-chest dogs. | 2009 Sep |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Official Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C47793
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
UU-87
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
16656685
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
DTXSID201026039
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
PA0Y7735AT
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
CHEMBL560592
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
C83647
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
9130
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
DB11821
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
300000025257
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY | |||
|
943134-39-2
Created by
admin on Fri Dec 15 16:33:23 GMT 2023 , Edited by admin on Fri Dec 15 16:33:23 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
