CAS 145773-22-4

15(S)-Latanoprost

Description:

15(S)-Latanoprost is a synthetic prostaglandin analog primarily used in the treatment of glaucoma and ocular hypertension. It functions by increasing the outflow of aqueous humor, thereby reducing intraocular pressure. This compound is characterized by its specific stereochemistry, with the "15(S)" designation indicating the configuration at the 15th carbon atom in its molecular structure. Latanoprost is typically administered as an eye drop solution and is known for its efficacy and relatively favorable side effect profile. Common side effects may include ocular hyperemia, changes in iris pigmentation, and eyelash growth. The substance is lipophilic, allowing it to penetrate ocular tissues effectively. Its pharmacokinetics involve rapid metabolism to its active form, which enhances its therapeutic action. As a member of the prostaglandin family, 15(S)-Latanoprost mimics the natural effects of prostaglandins in the body, contributing to its role in managing eye pressure. Overall, it represents a significant advancement in the pharmacological management of glaucoma.

Formula: C₂₆H₄₀O₅

InChI: InChI=1/C26H40O5/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/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22-,23-,24+,25-/m1/s1

Synonyms:

• 15(S)-Latanoprost Isopropyl Ester
• 15-Epi Latanoprost Isopropyl Ester
• 9Alpha,11Alpha,15S-Trihydroxy-17-Phenyl-18,19,20-Trinor-Prost-5Z-En-1-Oic Acid Isopropyl Ester
• (5Z,9Alpha,11Alpha,15S)-9,11,15-Trihydroxy-17-Phenyl-18,19,20-Trinor-Prost-5Z-En-1-Oate Isopropyl Ester
• (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid isopropyl ester
• 15-epi Latanoprost
• (5Z,9α,11α,15S)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oate isopropyl ester
• propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate
• 15S-Latanoprost

Latanoprost Related Compound B (Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptenoate)

CAS: 145773-22-4

Prostaglandins, thromboxanes and leukotrienes, their derivatives and structural analogues

Formula: C₂₆H₄₀O₅

Color and Shape: Liquid

Molecular weight: 432.28757

Ref: 45-1357497

5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, 1-methylethyl ester, (5Z)-

CAS: 145773-22-4

Formula: C₂₆H₄₀O₅

Purity: %

Color and Shape: Solid

Molecular weight: 432.5928

Ref: IN-DA001DDK

(Z)-Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

CAS: 145773-22-4

(Z)-Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate

Purity: 98%

Molecular weight: 432.6g/mol

Ref: 54-OR1066096

Latanoprost EP Impurity E (Latanoprost USP Related Compound B, (15S)-Latanoprost)

CAS: 145773-22-4

Formula: C₂₆H₄₀O₅

Color and Shape: Colorless Liquid

Molecular weight: 432.60

Ref: 4Z-L-322

15(S)-Latanoprost

CAS: 145773-22-4

15(S)-Latanoprost, a latanoprost analog with inverted hydroxyl at C-15, has an IC50 of 24 nM and reduces IOP by 1 mmHg at 3 μg.

Formula: C₂₆H₄₀O₅

Color and Shape: Solid

Molecular weight: 432.59

Ref: TM-T37931

Latanoprost EP Impurity E

CAS: 145773-22-4

Formula: C₂₆H₄₀O₅

Molecular weight: 432.60

Ref: ST-EA-CP-L32003

(15S)-Latanoprost

CAS: 145773-22-4

Impurity Latanoprost USP Related Compound B
Applications An impurity of commercially prepared Latanoprost (L177280). Latanoprost USP Related Compound B.
References Resul, B., et al.: J. Med. Chem., 36, 2242 (1993),

Formula: C₂₆H₄₀O₅

Color and Shape: Colourless

Molecular weight: 432.59

Ref: TR-L177285

(15S)-Latanoprost

CAS: 145773-22-4

Less active isomer of latanoprost

Formula: C₂₆H₄₀O₅

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 432.59 g/mol

Ref: 3D-FL24848