Dechloro ethylcloprostenolamide
Basic information
- CAS
951319-59-8- Standard SMILES
CCNC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)COc2ccccc2)[C@H](O)C[C@@H]1O- InChIKey
QDQJVWZWVBSDQO-YJDFRJIGSA-N- Molecular formula
- C24H35NO5
- Average molar mass
- 417.5 g/mol
- Monoisotopic mass
- 417.25152322
Names & identifiers
- Preferred name
- Dechloro ethylcloprostenolamide
- IUPAC
- (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-phenoxybut-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
- English name
- 16-phenoxy Prostaglandin F2α ethyl amide
- Molecular formula
- C24H35NO5
- Molecular weight
- 417.54
Names & synonyms
Dechloro ethylcloprostenolamide951319-59-8Caymax 517(+)-Dechloro ethylcloprostenolamideWT448Z0Q1V16-Phenoxy prostaglandin F2alpha ethyl amideRefChem:131296UNII-WT448Z0Q1VDechloro ethylcloprostenolamide [INCI](Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-phenoxybut-1-enyl]cyclopentyl]-N-ethylhept-5-enamide16-Phenoxy prostaglandin F2|A ethyl amide16-phenoxy PGF2alpha ethyl amide
Show more names
16-phenoxy PGF2α ethyl amide16-phenoxy Prostaglandin F2α ethyl amideN-ethyl-9α,11α,15S-trihydroxy-16-phenoxy-prosta-5Z,13E-dien-1-amide(Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,E)-3-hydroxy-4-phenoxybut-1-enyl)cyclopentyl)-N-ethylhept-5-enamide5-Heptenamide, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-phenoxy-1-buten-1-yl]cyclopentyl]-N-ethyl-, (5Z)-
SCHEMBL4896638(5Z)-7-[(2R)-3,5-Dihydroxy-2-[(1E)-3-hydroxy-4-phenoxybut-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamideMFCD22380627PD020071HY-124175CS-0084637Q2729281616-PHENOXY PROSTAGLANDIN F2.ALPHA. ETHYL AMIDE
Database identifiers
- CAS
951319-59-8- PubChem CID
- 53345360
- UNII
- WT448Z0Q1V
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 99 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 12
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 544
Physicochemical properties
- solubility
- 50 mg/ml; · DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 1 mg/ml
- form
- A crystalline solid
- FDA UNII
- 448 Z0Q1V · WT448Z0Q1V
- Symbol(GHS)
- 7 · GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H360
- Precautionary statements
- 201 · P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- Hazard statements
- H302-H360
- Precautionary statements
- P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501
Chemistry & industry
Applications
DescriptionProstaglandin F2α (PGF2α), acting through the FP receptor, causes smooth muscle contraction and exhibits potent luteolytic activity. 16-phenoxy PGF2α is a metabolically stable analog of PGF2α. It binds to the FP receptor on ovine luteal cells with much greater affinity (440%) than PGF2α. Ethyl amides of PGs serve as prodrugs, as they are hydrolyzed in certain tissues to generate the bioactive free acid.
Uses16-Phenoxy prostaglandin F2α ethyl amide is a metabolically stable PGF2α analogue containing a acetamide structure[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…