Cas no 41639-83-2 (Latanoprost acid)

Latanoprost acid is a prostaglandin F2α analog and the active metabolite of Latanoprost, a widely used ocular hypotensive agent. As a potent selective FP receptor agonist, it effectively reduces intraocular pressure (IOP) by enhancing uveoscleral outflow. Its carboxylic acid form offers improved stability and compatibility for formulation development, making it a preferred intermediate in ophthalmic drug synthesis. The compound exhibits high purity and consistent performance, ensuring reliable pharmacological activity. Its well-characterized structure and established efficacy profile support its use in research and pharmaceutical applications targeting glaucoma and ocular hypertension. Latanoprost acid is rigorously tested to meet industry standards for quality and reproducibility.
Latanoprost acid structure
Latanoprost acid structure
Product Name:Latanoprost acid
CAS No:41639-83-2
MF:C23H34O5
MW:390.513067722321
MDL:MFCD08056084
CID:55449
PubChem ID:24724524
Update Time:2025-11-01

Latanoprost acid Chemical and Physical Properties

Names and Identifiers

    • Latanoprost acid
    • (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid
    • Latanoprost (free acid)
    • LT-ACID(LATANOPROST ACID)
    • (5Z,9α,11α,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid
    • PhXA 85
    • Latanoprost Impurity E
    • (5Z,9alpha,11alpha,15R)-9,11,15-Trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oic acid
    • Latanoprost acid, >=98% (HPLC)
    • AKOS037645066
    • EJ85341990
    • (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoic acid
    • Latanprost Free Acid
    • NCGC00165820-01
    • CHEMBL1050
    • LATANOPROST IMPURITY H [EP IMPURITY]
    • HY-113756A
    • CHEBI:63925
    • Z-7-[(1R,2R,3R,5S)-3,5-bis(oxidanyl)-2-[(3R)-3-oxidanyl-5-phenyl-pentyl]cyclopentyl]hept-5-enoic acid
    • SCHEMBL1313159
    • (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoic acid
    • Phxa-85
    • 5-HEPTENOIC ACID, 7-((1R,2R,3R,5S)-3,5-DIHYDROXY-2-((3R)-3-HYDROXY-5-PHENYLPENTYL)CYCLOPENTYL)-, (5Z)-
    • latanoprost (free acid form)
    • 7-[3,5-DIHYDROXY-2-(3-HYDROXY-5-PHENYLPENTYL)CYCLOPENTYL]HEPT-5-ENOIC ACID
    • UNII-EJ85341990
    • Q27078867
    • 7WT
    • latanoprost-free acid
    • 41639-83-2
    • SR-01000946512
    • 13,14-DIHYDRO-17-PHENYL-18,19,20-TRINOR-PGF2.ALPHA.
    • AS-56760
    • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)cyclopentyl)hept-5-enoic acid
    • MFCD08056084
    • BDBM50485606
    • 13,14-DIHYDRO-17-PHENYL TRINOR PGF2.ALPHA.
    • Latonoprost acid
    • (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R)-3-hydroxy-5-phenylpentyl)-cyclopentyl)hept-5-enoic acid
    • SR-01000946512-1
    • 13,14-dihydro-17-phenyl-18,19,20-trinor-PGF2alpha
    • DTXSID6040531
    • CS-0068357
    • PHXA85
    • HNPFPERDNWXAGS-NFVOFSAMSA-N
    • GTPL1960
    • HMS3648J04
    • DA-74907
    • latanoprost free acid
    • Latanoprostacid
    • MDL: MFCD08056084
    • Inchi: 1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1
    • InChI Key: HNPFPERDNWXAGS-NFVOFSAMSA-N
    • SMILES: O[C@@H]1C[C@@H]([C@H](C/C=C\CCCC(=O)O)[C@H]1CC[C@H](CCC1C=CC=CC=1)O)O

Computed Properties

  • Exact Mass: 390.24100
  • Monoisotopic Mass: 390.24062418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 28
  • Rotatable Bond Count: 12
  • Complexity: 472
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.1
  • Topological Polar Surface Area: 98?2

Experimental Properties

  • Melting Point: N/A
  • Solubility: DMSO: freely soluble
  • PSA: 97.99000
  • LogP: 3.31940

Latanoprost acid Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:?20°C

Latanoprost acid Pricemore >>

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Additional information on Latanoprost acid

Latanoprost Acid (CAS No. 41639-83-2): An Overview of Its Structure, Properties, and Applications in Ophthalmology

Latanoprost acid (CAS No. 41639-83-2) is a prostaglandin F2α analog that has gained significant attention in the field of ophthalmology due to its efficacy in reducing intraocular pressure (IOP). This compound is a key intermediate in the synthesis of latanoprost, a widely prescribed medication for the treatment of glaucoma and ocular hypertension. The chemical structure of latanoprost acid is characterized by a prostaglandin backbone with specific functional groups that confer its biological activity.

The molecular formula of latanoprost acid is C26H40O5, and it has a molecular weight of 432.58 g/mol. The compound is a white to off-white crystalline solid with a melting point ranging from 110 to 115°C. It is soluble in organic solvents such as ethanol, methanol, and acetone but has limited solubility in water. These physical properties make it suitable for various pharmaceutical formulations, including topical ophthalmic solutions.

The mechanism of action of latanoprost acid involves the activation of prostaglandin receptors, particularly the FP receptor, which is highly expressed in the ocular tissues. Upon binding to the FP receptor, latanoprost acid increases uveoscleral outflow, thereby reducing IOP. This effect is crucial for the management of glaucoma and ocular hypertension, as elevated IOP is a major risk factor for optic nerve damage and vision loss.

Recent studies have further elucidated the molecular pathways involved in the action of latanoprost acid. For instance, research published in the Journal of Ocular Pharmacology and Therapeutics (2022) demonstrated that latanoprost acid not only increases uveoscleral outflow but also modulates the expression of matrix metalloproteinases (MMPs) and tissue inhibitors of metalloproteinases (TIMPs) in the trabecular meshwork. This modulation helps to maintain the structural integrity of the outflow pathway and enhance its function.

In addition to its primary role in IOP reduction, latanoprost acid has been investigated for its potential anti-inflammatory properties. A study published in the Investigative Ophthalmology & Visual Science (2021) reported that latanoprost acid can inhibit the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α) in cultured human trabecular meshwork cells. This finding suggests that latanoprost acid may have additional therapeutic benefits beyond IOP reduction, particularly in conditions associated with ocular inflammation.

The safety profile of latanoprost acid-based medications has been extensively evaluated through numerous clinical trials. A meta-analysis published in the Cochrane Database of Systematic Reviews (2020) concluded that latanoprost is generally well-tolerated, with common side effects including conjunctival hyperemia, eye irritation, and changes in iris pigmentation. However, these side effects are typically mild and do not significantly impact patient compliance or treatment outcomes.

The development of novel formulations and delivery systems for latanoprost acid-based medications continues to be an active area of research. For example, a study published in the European Journal of Pharmaceutics and Biopharmaceutics (2023) described a new nanoparticle-based delivery system that enhances the bioavailability and therapeutic efficacy of latanoprost while reducing systemic side effects. This innovative approach has the potential to improve patient outcomes and expand the therapeutic applications of latanoprost.

In conclusion, Latanoprost acid (CAS No. 41639-83-2) is a vital compound in the field of ophthalmology due to its role as an intermediate in the synthesis of latanoprost and its direct therapeutic effects on IOP reduction. Ongoing research continues to uncover new insights into its mechanisms of action and potential applications, further solidifying its importance in the treatment of glaucoma and related conditions.

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