ChemicalBook--->CAS DataBase List--->1163135-92-9

1163135-92-9

1163135-92-9 Structure

1163135-92-9 Structure
IdentificationBack Directory
[Name]

(15R)-BiMatoprost
[CAS]

1163135-92-9
[Synonyms]

Bimalprost
(15R)-Bimatopros
(15R)-BiMatoprost
15-epi Bimatoprost
Bimatoprost 15-Epimer
Bimatoprost Impurity 1
(15R)- Isomer Bimatoprost
15-epi BiMatoprost ((15R)-BiMatoprost)
Bimatoprost Impurity 1((15R)-Bimatoprost)
Latanoprost and Bimatoprost 15R-bimatoprost
15(R)-17-phenyl trinor Prostaglandin F2α ethyl amide
Latanoprost and Bimatoprost Intermediate 15R-bimatoprost
15(R)-17-phenyl trinor Prostaglandin F2alpha ethyl amide
(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3R)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenaMide
5-Heptenamide, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-, (5Z)-
(15R)-Bimatoprost/15-epi Bimatoprost/(5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3R)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenamide
[Molecular Formula]

C25H37NO4
[MDL Number]

MFCD23115442
[MOL File]

1163135-92-9.mol
[Molecular Weight]

415.566
Questions And AnswerBack Directory
[Preparation]

The chemical name of (15R)-BiMatoprost is (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-pentenyl]cyclopentyl]-5-N-ethylheptenamide. The typical preparation method involves using benzoyl Corey lactone as the starting material, followed by oxidation, Wittig-Horner reaction, reduction, and hydrolysis to obtain intermediate IV. This intermediate is then directly reacted with a Wittig reaction to obtain crude (15R)-BiMatoprost. Alternatively, (15R)-BiMatoprost acid V can be obtained first through a Wittig reaction, followed by esterification and ammonolysis to obtain crude (15R)-BiMatoprost. Finally, the crude product is purified to obtain the final (15R)-BiMatoprost product.

Chemical PropertiesBack Directory
[Boiling point ]

629.8±55.0 °C(Predicted)
[density ]

1.145±0.06 g/cm3(Predicted)
[storage temp. ]

Amber Vial, -20°C Freezer, Under Inert Atmosphere
[solubility ]

Chloroform, (Sparingly), Methanol (Sparingly)
[form ]

Gel
[pka]

14.25±0.20(Predicted)
[color ]

Colourless
[Stability:]

Light Sensitive
[InChIKey]

AQOKCDNYWBIDND-ZPFRTTICSA-N
[SMILES]

C(NCC)(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1/C=C/[C@H](O)CCC1=CC=CC=C1
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)Exclamation Mark (GHS07)
GHS08,GHS07
[Signal word ]

Danger
[Hazard statements ]

H340-H302-H360-H319
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Hazard InformationBack Directory
[Uses]

An intermediate in the production of Bimatoprost (B386800).
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