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Bimatoprost amide;17-phenyl-trinor-PGF2alpha amide(CAS: 155205-89-3)
CAS Number
Origin Country
ChinaProduct Description
An F-series prostaglandin (PG) analog in which the C-1 carboxyl group has been modified to an unsubstituted amide. PG N-ethyl amides were recently introduced as alternative PG hypotensive prodrugs.2 Although it has been claimed that PG amides are not converted to the free acids in vivo,2 studies have shown that bovine and human corneal tissue converts the amides of various PGs to the free acids with a conversion efficiency of about 10-20% relative to the hydrolysis of isopropyl esters.3 Bimatoprost amide would be expected to show the typical intraocular effects of latanoprost, but with the much slower hydrolysis pharmacokinetics of the PG N-amides.
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Basic Information
Molecular Formula
C23H33NO4
Molecular Weight
387.52 g/mol
Chemical Identifiers
SMILES
C1C(C(C(C1O)C=CC(CCC2=CC=CC=C2)O)CC=CCCCC(=O)N)O
InChIKey
RAGQWYIPCPFTJC-KDACTHKWSA-N
Database References
MDL Number
MFCD03412000
FAQ
17-phenyl-trinor-PGF2alpha amide is a crystalline compound with a molecular weight of approximately 422.37 g/mol. It has a low solubility in water but is more soluble in organic solvents like hexane and ethanol. The compound is highly reactive and can undergo hydrolysis under basic conditions. It has a melting point around 160-162°C.
17-phenyl-trinor-PGF2alpha amide is synthesized through a series of reactions including a Wittig reaction, followed by an amide formation step. The key reaction involves the Wittig reagent derived from 17-phenyl-trinor-PGF2alpha. The synthesis typically requires mild conditions and the use of a Lewis acid catalyst. The overall yield can range from 60-70%, with high selectivity for the desired amide product.
17-phenyl-trinor-PGF2alpha amide is mainly used in the pharmaceutical industry for its potential as a precursor in the synthesis of bioactive compounds. It can also find applications in the polymer industry for its potential use in the development of advanced materials, although its specific applications in this field are limited.
When handling 17-phenyl-trinor-PGF2alpha amide, appropriate personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and sources of ignition. Fume hoods should be used when performing operations that may release the compound into the air. In case of a spill, the area should be thoroughly cleaned, and the material safety data sheet (MSDS) should be consulted for detailed spill procedures.
Safety Notice
Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.
Always follow proper handling procedures
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