130209-76-6 Usage
Description
17-PHENYL TRINOR PGF2ALPHA-IPR, also known as 17-phenyl trinor PGF2α N-ethyl amide, is an F-series prostaglandin analog that has been approved for use as an ocular hypotensive drug. It is sold under the Allergan trade name Bimatoprost. 17-PHENYL TRINOR PGF2ALPHA-IPR is the isopropyl ester of the free acid prostaglandin, which corresponds to Bimatoprost. The free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist, and its activity closely correlates with intraocular hypotensive activity in human and animal models of glaucoma.
Used in Pharmaceutical Industry:
17-PHENYL TRINOR PGF2ALPHA-IPR is used as an ocular hypotensive drug for the treatment of glaucoma and ocular hypertension. It functions as a potent FP receptor agonist, which helps to lower intraocular pressure (IOP) and alleviate the symptoms associated with these conditions.
Used in Ophthalmology:
In the field of ophthalmology, 17-PHENYL TRINOR PGF2ALPHA-IPR is used as a prostaglandin analog to reduce IOP in patients with glaucoma or ocular hypertension. It is administered topically as an eye drop, providing a more effective and less irritating alternative to other prostaglandin ester prodrugs such as latanoprost.
Used in Drug Development:
During the development of latanoprost, the 17-phenyl trinor PGF2α isopropyl ester derivative was examined for its IOP-lowering activity. At a dose of 3 μg/eye in monkeys, it was found to be the most potent analog tested in reducing IOP, lowering the IOP by 1.3 mm Hg below the level achieved by latanoprost. However, this derivative was also found to be significantly more irritating to the eye than latanoprost, which led to further research and development to create a more effective and less irritating ocular hypotensive drug.
Check Digit Verification of cas no
The CAS Registry Mumber 130209-76-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,0,2,0 and 9 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 130209-76:
(8*1)+(7*3)+(6*0)+(5*2)+(4*0)+(3*9)+(2*7)+(1*6)=86
86 % 10 = 6
So 130209-76-6 is a valid CAS Registry Number.
InChI:InChI=1/C26H38O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,16-17,19,21-25,27-29H,4,9,12-15,18H2,1-2H3/b8-3-,17-16+/t21?,22-,23-,24+,25-/m1/s1
130209-76-6Relevant articles and documents
Process for the Preparation of Prostaglandin Analogues and Intermediates Thereof
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Page/Page column 22, (2009/10/21)
The present application provides intermediates for preparing prostaglandin analogues and processes for preparing prostaglandin analogues and intermediates thereof. The intermediates include: A compound of formula (6): R1 represents H, C1-C5-alkyl, or benzyl, in particular isopropyl.
Regio- and stereoselective reactions of 17-phenyl-18,19,20-trinorprostaglandin F2α isopropyl ester
Liljebris, Charlotta,Nilsson, Bj?rn M.,Resul, Bahram,Hacksell, Uli
, p. 4028 - 4034 (2007/10/03)
Novel prostaglandin F2α derivatives, functionalized at C13 and C14, have been prepared. 17-Phenyl-18,19,20-trinorprostaglandin F2α isopropyl ester [(15S)-1] and its epimer [(15A)-1] were stereoselectively epoxidized, using Sharpless conditions, to produce each of the four diastereomeric epoxides (15S)-2, (15S)-3, (15R)-2, and (15R)-3. Treatment of the four epoxides with LiOH stereospecifically-produced the pentahydroxy substituted analogues 12 and 13. Alternatively, epoxides 2 and 3 were allowed to react with thiophenolate ion. The attack of the sulfur nucleophile on the epoxide occurred at either C13 or C14 depending on the stereochemistry of the epoxide and of C15.
