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Latanoprost

Latanoprost Structure
CAS No.
130209-82-4
Chemical Name:
Latanoprost
Synonyms
17-PHENYL-13,14-DIHYDRO TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER;Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate;xa41;Xalata;phxa41;Latanopros;LATANOPROST;LATANAPROST;Latanoprost>Latanoprost CAS
CBNumber:
CB1208384
Molecular Formula:
C26H40O5
Molecular Weight:
432.59
MOL File:
130209-82-4.mol
MSDS File:
SDS
Modify Date:
2023/12/13 13:45:59

Latanoprost Properties

alpha D20 +31.57° (c = 0.91 in acetonitrile)
Boiling point 583.8±50.0 °C(Predicted)
Density 1.093±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: freely soluble
form oil
pka 14.84±0.70(Predicted)
color pale yellow
Merck 14,5376
BCS Class 2
InChIKey GGXICVAJURFBLW-RDSJPUOVSA-N
CAS DataBase Reference 130209-82-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS08
Signal word  Warning
Hazard statements  H413
Precautionary statements  P501-P273
WGK Germany  3
RTECS  MJ9669550
HS Code  2937500000
NFPA 704
0
3 0

Latanoprost price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) L1167 Latanoprost ≥98% (HPLC) 130209-82-4 1MG ₹14386.43 2022-06-14 Buy
Sigma-Aldrich(India) PHR1884 Latanoprost Pharmaceutical Secondary Standard; Certified Reference Material 130209-82-4 50MG ₹90875.88 2022-06-14 Buy
Sigma-Aldrich(India) L1167 Latanoprost ≥98% (HPLC) 130209-82-4 5MG ₹57459.1 2022-06-14 Buy
TCI Chemicals (India) L0262 Latanoprost 130209-82-4 10MG ₹9700 2022-05-26 Buy
TCI Chemicals (India) L0262 Latanoprost 130209-82-4 50MG ₹21500 2022-05-26 Buy
Product number Packaging Price Buy
L1167 1MG ₹14386.43 Buy
PHR1884 50MG ₹90875.88 Buy
L1167 5MG ₹57459.1 Buy
L0262 10MG ₹9700 Buy
L0262 50MG ₹21500 Buy

Latanoprost Chemical Properties,Uses,Production

Description

Xalatan was launched in Sweden, Switzerland and the US for the treatment of glaucoma. It can be synthesized, from the Corey lactone, using standard prostaglandin chemistry. Latanoprost is a PGF, analog that is more lipophilic thus is better able to penetrate the cornea. The (15R)-diastereomer has only 10% of the activity compared to the (15S)-diastereomer. It is a selective FP receptor agonist with little or no effect on the other prostanoid receptors. The antiglaucoma effects are the result of reduced intraocular pressure arising by increasing uveoscleral outflow with little or no effect on trabeculo-canalicular aqueous outflow and no effect on retinal vasculation or permeability of the blood-aqueous barrier. The topical application is sufficient for a single daily dosage and is well tolerated with no detectible conjunctival hyperaemia.

Chemical Properties

Light Yellow Thick Oil

Uses

Latanoprost is the isopropyl ester of 17-phenyl-13,14-dihydro prostaglandin F2α (17-phenyl-13,14-dihydro PGF2α). It is a prodrug form of the free acid, which is a potent agonist of the FP receptor in the eye. Latanoprost reduces intraocular pressure in glaucoma patients with few side effects. The EC50 value of latanoprost (tested as the free acid) for FP receptors is 3.6 nM.

Definition

ChEBI: A prostaglandin Falpha that is the isopropyl ester prodrug of latanoprost free acid. Used in the treatment of open-angle glaucoma and ocular hypertension.

General Description

Latanoprost (Xalatan) is available as a 0.005% sterileophthalmic solution in a 2.5-mL dispenser bottle.Latanoprost is also marketed as a combination ophthalmicproduct with the β-adrenergic blocking agent, timolol,which apparently enhances IOP-lowering by decreasing theproduction of aqueous humor. Cautions and side effects aresimilar to those for other ophthalmic prostanoids.

Safety Profile

A poison by ingestion and intravenous route. Human systemic effects. When heated to decomposition it emits acrid smoke and irritating vapors.

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Latanoprost Spectrum

ISOPROPYL (5Z, 9A,11A,15R)-9,11,15-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5Z-EN-1-OATE LATANOPROST [1R-[1α(Z),2β(R^<*>^),3α,5α]]-7-[3,5-Dihydroxy-2-(3-hydroxy-5-phenyl-pentyl)cyclopentyl]-5-heptenoic acid 1-methylethyl ester Xalata Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoat Latanopros Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate Latanoprost ,98% 9ALPHA,11ALPHA,15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST- cGMP Latanoprost propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate Latanoprost (50 mg) Latanoprost, >=99% Latanoprost API (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-5-heptanoic acid 1-methylethyl ester Isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-en 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenyl-pentyl)-cyclopentyl]hept-5-enoate Propan-2-yl 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenyl-pentyl)-cyclopentyl]hept-5-enoate LATANOPROST WS & IMPURITY 9ALPHA,11ALPHA,15R-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROST-5Z-EN-1-OIC ACID, ISOPROPYL ESTER 9ALPHA, 11ALPHA, 15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROS-5Z-EN-1-OIC ACID, ISOPROPYL ESTER (1r-(1-alpha(z),2-beta(r*),3-alpha,5-alpha))--methylethyleste 7-(3,5-dihydroxy-2-(3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoicaci1 phxa41 xa41 isopropyl (5z,9α,11α,15r)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oate LATANAPROST 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, 1-methylethyl ester, (5Z)- (9CI) 5-Heptenoic acid, 7-[3,5-dihydroxy-2-(3-hydroxy-5-phenylpentyl)cyclopentyl]-, 1-methylethyl ester, [1R-[1a(Z),2b(R*),3a,5a]]- Lata prostaglandin (Z)-isopropyl 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate ratanprostaglandin Latanoprost> 5-Heptenoic acid, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-, 1-methylethyl ester, (5Z)- Latanoprost USP/EP/BP Prostaglin Latanoprost Latanoprost (PHXA41, XA34) LatanoprostQ: What is Latanoprost Q: What is the CAS Number of Latanoprost Q: What is the storage condition of Latanoprost Q: What are the applications of Latanoprost Latanoprost (1357475) 17-PHENYL-13,14-DIHYDRO TRINOR PROSTAGLANDIN F2ALPHA ISOPROPYL ESTER Isopropyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate Isopropyl (Z)-7-((1S,2S,3S,5R)-3,5-Dihydroxy-2-((S)-3- hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoate Latanoprost CAS 130209-82-4 30209-82-4 13029-82-4 Prostaglandin Prostaglandins Active Pharmaceutical Ingredients Other APIs Aromatics Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals Inhibitors Key Products 130209-82-4