Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H34O5 |
Molecular Weight | 354.481 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
InChI
InChIKey=GMVPRGQOIOIIMI-DWKJAMRDSA-N
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/14725489
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14725489
Ecraprost [AS 013, Circulase] is a prodrug of prostaglandin E(1) within lipid microspheres that is being developed in Japan by Mitsubishi Pharma Corporation and Asahi Glass. It was originally in development with Welfide Corporation. On 1 October 2001, Welfide Corporation (formerly Yoshitomi) merged with Mitsubishi-Tokyo Pharmaceuticals to form Mitsubishi Pharma Corporation. The new company is a subsidiary of Mitsubishi Chemical. Taisho and Seikagaku Corporation had been involved in the development of ecraprost but discontinued their licences to do so. The effects of ecraprost on reperfusion injury, in preclinical studies, had been reported by Taisho. Ecraprost is in phase II in Japan and was in phase II in Europe for the treatment of peripheral arterial disease. It was also in a phase II study in the treatment of diabetic neuropathies. However, this is no longer an active indication. A phase III trial using a lipid emulsion of ecraprost [Circulase] is underway with Mitsubishi Pharma Corporation in the US, using ecraprost for the treatment of patients with severe peripheral arterial disease, which, because of decreased blood flow to the extremities, can lead to painful ulcers on the legs and feet and subsequent amputation. Alpha Therapeutic Corporation (a former subsidiary of Mitsubishi Pharma) was initially involved in trials of ecraprost in the US, but this responsibility has been taken over by the parent company.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1811 Sources: http://www.genome.jp/dbget-bin/www_bget?D02723 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Palliative | PROSTIN VR PEDIATRIC Approved UsePROSTIN VR PEDIATRIC Sterile Solution is indicated for palliative, not definitive, therapy to temporarily maintain the patency of the ductus arteriosus until corrective or palliative surgery can be performed in neonates who have congenital heart defects and who depend upon the patent ductus for survival. Such congenital heart defects include pulmonary atresia, pulmonary stenosis, tricuspid atresia, tetralogy of Fallot, interruption of the aortic arch, coarctation of the aorta, or transposition of the great vessels with or without other defects. Launch Date1981 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7.09 pg/mL |
20 μg single, intravenous dose: 20 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
ALPROSTADIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
174 pg × min/mL |
20 μg single, intravenous dose: 20 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
ALPROSTADIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
9.5 min |
20 μg single, intravenous dose: 20 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
ALPROSTADIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
7% |
20 μg single, intravenous dose: 20 μg route of administration: Intravenous experiment type: SINGLE co-administered: |
ALPROSTADIL plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
---|---|---|
Effect of lipo-pro-prostaglandin E1, AS-013 on rat inner ear microcirculatory thrombosis. | 1998 Sep |
|
Marked hypotensive and blood flow-increasing effects of a new lipo-PGE(1) (lipo-AS013) due to vascular wall targeting. | 2001 Apr 2 |
|
Ecraprost: AS 013, Circulase. | 2004 |
|
Adjunctive parenteral therapy with lipo-ecraprost, a prostaglandin E1 analog, in patients with critical limb ischemia undergoing distal revascularization does not improve 6-month outcomes. | 2007 May |
|
Antiplatelet and anticoagulant drugs for prevention of restenosis/reocclusion following peripheral endovascular treatment. | 2012 Aug 15 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17350216
Patients meeting clinical and hemodynamic criteria for critical limb ischemia who were undergoing either bypass or endovascular revascularization of the below knee popliteal or more distal arteries were randomized to receive placebo or a 60-microg dose of lipo-ecraprost administered intravenously starting Route of Administration:
Intravenous
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Brand Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-ATC |
G04BE01
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000175454
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000007706
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
LOINC |
12837-1
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
LOINC |
14005-3
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
WHO-VATC |
QC01EA01
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
FDA ORPHAN DRUG |
70092
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000007706
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000180189
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
LOINC |
70092-2
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
FDA ORPHAN DRUG |
88795
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
WHO-VATC |
QG04BE01
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000009059
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000007706
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000009911
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
LOINC |
2852-2
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NCI_THESAURUS |
C78568
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
FDA ORPHAN DRUG |
95596
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
NDF-RT |
N0000000106
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
WHO-ATC |
C01EA01
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
||
|
LOINC |
70093-0
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
F5TD010360
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
15544
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
DTXSID9022578
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
745-65-3
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
138
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
CHEMBL495
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
1016000
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
165559
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
m9257
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | Merck Index | ||
|
4425
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
PROSTAGLANDIN E1
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
DB00770
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
C28816
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
N0000009059
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | Genitourinary Arterial Vasodilation [PE] | ||
|
F5TD010360
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
1882
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
15551
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
N0000009911
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | Venous Vasodilation [PE] | ||
|
57397
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
SUB05372MIG
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
5280723
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
212-017-2
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
D000527
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | |||
|
598
Created by
admin on Fri Dec 15 15:13:54 GMT 2023 , Edited by admin on Fri Dec 15 15:13:54 GMT 2023
|
PRIMARY | RxNorm |
ACTIVE MOIETY
METABOLITE (PARENT)
METABOLITE (PARENT)
METABOLITE (PARENT)
PRODRUG (METABOLITE ACTIVE)
SALT/SOLVATE (PARENT)