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    Chemistry

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    Also known as: 157283-68-6, Travatan, Travatan z, Izba, Al-6221, Travaprost
    Molecular Formula
    C26H35F3O6
    Molecular Weight
    500.5  g/mol
    InChI Key
    MKPLKVHSHYCHOC-AHTXBMBWSA-N
    FDA UNII
    WJ68R08KX9
    Travoprost
    A cloprostenol derivative that is used as an ANTIHYPERTENSIVE AGENT in the treatment of OPEN-ANGLE GLAUCOMA and OCULAR HYPERTENSION.
    Travoprost is a Prostaglandin Analog.
    1 2D Structure

    Travoprost

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
    2.1.2 InChI
    InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
    2.1.3 InChI Key
    MKPLKVHSHYCHOC-AHTXBMBWSA-N
    2.1.4 Canonical SMILES
    CC(C)OC(=O)CCCC=CCC1C(CC(C1C=CC(COC2=CC=CC(=C2)C(F)(F)F)O)O)O
    2.1.5 Isomeric SMILES
    CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    WJ68R08KX9
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (((1r)-(1alpha(z),2beta(1e,3r*),3alpha,5alpha))-7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-5-heptenoic Acid, 1-methylethyl Ester

    2. Al 6221

    3. Al-6221

    4. Al6221

    5. Travatan

    6. Travatan Z

    7. Z, Travatan

    2.3.2 Depositor-Supplied Synonyms

    1. 157283-68-6

    2. Travatan

    3. Travatan Z

    4. Izba

    5. Al-6221

    6. Travaprost

    7. Trovoprost

    8. Otx-tp

    9. Chebi:746859

    10. Propan-2-yl (z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(e,3r)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate

    11. Al6221

    12. Wj68r08kx9

    13. Nsc-760366

    14. Travoprost [usan]

    15. Travatanz

    16. (z)-isopropyl 7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((r,e)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoate

    17. Isopropyl (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-{(1e,3r)-3-hydroxy-4-[(alpha,alpha,alpha-trifluoro-m-tolyl)oxy]-1-butenyl}cyclopentyl)-5-heptenoate

    18. Travatan (tn)

    19. 5-heptenoic Acid, 7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3r)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-, 1-methylethyl Ester, (5z)-

    20. Propan-2-yl (5z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3r)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate

    21. Propan-2-yl (5z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-{(1e,3r)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl}cyclopentyl]hept-5-enoate

    22. Travoprostum

    23. Unii-wj68r08kx9

    24. (((1r)-(1alpha(z),2beta(1e,3r*),3alpha,5alpha))-7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-5-heptenoic Acid, 1-methylethyl Ester

    25. (+)-fluprostenol Isopropyl Ester

    26. Travoprost [usan:usp:inn:ban]

    27. Travoprost In Bulk

    28. Travoprostintermediates

    29. Travoprost [mi]

    30. Travoprost [inn]

    31. Travoprost [jan]

    32. Travoprost [vandf]

    33. Travoprost [mart.]

    34. Travoprost [usp-rs]

    35. Travoprost [who-dd]

    36. Schembl93818

    37. Travoprost (jan/usp/inn)

    38. (1r-(1alpha(z),2beta(1e,3r*),3alpha,5alpha))-7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-5-heptenoic Acid, 1-methylethyl Ester

    39. (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((1e,3r)-3-hydroxy-4-((alpha,alpha,alpha-trifluoro-m-isopropyl-tolyl)oxy)-1-butenyl)cyclopentyl)-5-heptenoate

    40. 5-heptenoic Acid, 7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-, 1-methylethyl Ester, (1r-(1alpha(z),2beta(1e,3r*),3alpha,5alpha))-

    41. Travoprost [ema Epar]

    42. Gtpl7102

    43. Chembl1200799

    44. Travoprost [orange Book]

    45. Dtxsid80896948

    46. Travoprost [usp Monograph]

    47. Duotrav Component Travoprost

    48. Ex-a1772

    49. Hy-b0584

    50. Zinc4474682

    51. Bdbm50248302

    52. S3738

    53. Akos024458039

    54. Travoprost Component Of Duotrav

    55. Ac-6103

    56. Am84515

    57. Ccg-269692

    58. Db00287

    59. Nsc 760366

    60. Ncgc00346741-02

    61. 5-heptenoic Acid, 7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((1e,3r)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-, 1-methylethyl Ester, (5z)-

    62. Bs-15509

    63. Fluprostenol Isopropyl Ester;al6221;flu-ipr

    64. D01964

    65. 283t686

    66. Sr-01000942266

    67. Sr-01000946860

    68. J-502633

    69. Q2193376

    70. Sr-01000942266-1

    71. Sr-01000946860-1

    72. Fluprostenol Isopropyl Ester, >=98%, Ethanol Solution

    73. (1r-(1.alpha.(z),2.beta.(1e,3r*),3.alpha.,5.alpha.))-7-(3,5-dihydroxy-2-(3-hydroxy-4-(3-(trifluoromethyl)phenoxy)-1-butenyl)cyclopentyl)-5-heptenoic Acid, 1-methylethyl Ester

    74. (5z)-7-[(1r,2r,3r,5s)-3,5-dihydroxy-2-[(1e,3r)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5-heptenoic Acid 1-methyethyl Ester

    75. (z)-isopropyl 7-((1r,2r)-3,5-dihydroxy-2-((s,e)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoate

    76. (z)-isopropyl 7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((r,e)-3-hydroxy-4-(3-(trifluoromethyl) Phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoate

    77. (z)-isopropyl7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((r,e)-3-hydroxy-4-(3-(trifluoromethyl)phenoxy)but-1-en-1-yl)cyclopentyl)hept-5-enoate

    78. Isopropyl (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((1e,3r)-3-hydroxy-4-((.alpha.,.alpha.,.alpha.-trifluoro-m-tolyl)oxy)-1-butenyl)cyclopentyl)-5-heptenoate

    79. Isopropyl (z)-7-((1r,2r,3r,5s)-3,5-dihydroxy-2-((3r,e)-3-hydroxy-4-(3-(trifluoromethyl)-phenoxy)-but-1-enyl)-cyclopentyl)-hept-5-enoate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 500.5 g/mol
    Molecular Formula C26H35F3O6
    XLogP34.1
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count13
    Exact Mass500.23857332 g/mol
    Monoisotopic Mass500.23857332 g/mol
    Topological Polar Surface Area96.2 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity693
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameTravatan z
    PubMed HealthTravoprost (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTravoprost is a synthetic prostaglandin F analogue. Its chemical name is [1R-[1(Z),2(1E,3R*),3,5]]-7-[3,5-Dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl) phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid, 1-methylethylester. It has a molecular f...
    Active IngredientTravoprost
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.004%
    Market StatusPrescription
    CompanyAlcon Pharms

    2 of 4  
    Drug NameTravoprost
    PubMed HealthTravoprost (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTravoprost is a synthetic prostaglandin F analogue. Its chemical name is [1R-[1(Z),2(1E,3R*),3,5]]-7-[3,5-Dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl) phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid, 1-methylethylester. It has a molecular f...
    Active IngredientTravoprost
    Dosage FormSolution/drops; Solution
    RouteOphthalmic; ophthalmic
    Strength0.004%
    Market StatusTentative Approval; Prescription
    CompanyPar Pharm

    3 of 4  
    Drug NameTravatan z
    PubMed HealthTravoprost (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTravoprost is a synthetic prostaglandin F analogue. Its chemical name is [1R-[1(Z),2(1E,3R*),3,5]]-7-[3,5-Dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl) phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid, 1-methylethylester. It has a molecular f...
    Active IngredientTravoprost
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.004%
    Market StatusPrescription
    CompanyAlcon Pharms

    4 of 4  
    Drug NameTravoprost
    PubMed HealthTravoprost (Into the eye)
    Drug ClassesAntiglaucoma
    Drug LabelTravoprost is a synthetic prostaglandin F analogue. Its chemical name is [1R-[1(Z),2(1E,3R*),3,5]]-7-[3,5-Dihydroxy-2-[3-hydroxy-4-[3-(trifluoromethyl) phenoxy]-1-butenyl]cyclopentyl]-5-heptenoic acid, 1-methylethylester. It has a molecular f...
    Active IngredientTravoprost
    Dosage FormSolution/drops; Solution
    RouteOphthalmic; ophthalmic
    Strength0.004%
    Market StatusTentative Approval; Prescription
    CompanyPar Pharm

    4.2 Drug Indication

    Travoprost ophthalmic solution is indicated for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension. Travoprost is also currently indicated for the decrease of elevated intraocular pressure in paediatric patients aged 2 months to < 18 years with ocular hypertension or paediatric glaucoma.

    FDA Label

    Decrease of elevated intraocular pressure in adult patients with ocular hypertension or open-angle glaucoma (see section 5. 1). Decrease of elevated intraocular pressure in paediatric patients aged 3 years to < 18 years with ocular hypertension or paediatric glaucoma.

    Decrease of elevated intraocular pressure in adult patients with ocular hypertension or open-angle glaucoma (see section 5. 1).

    Decrease of elevated intraocular pressure in paediatric patients aged 2 months to < 18 years with ocular hypertension or paediatric glaucoma (see section 5. 1).

    Treatment of glaucoma

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Travoprost, an isopropyl ester prodrug, is a synthetic prostaglandin F2 alpha analog that is rapidly hydrolyzed by esterases in the cornea to its biologically active free acid. The travoprost free acid is potent and highly selective for the FP prostanoid receptor.

    5.2 MeSH Pharmacological Classification

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    TRAVOPROST
    5.3.2 FDA UNII
    WJ68R08KX9
    5.3.3 Pharmacological Classes
    Prostaglandins [CS]; Prostaglandin Analog [EPC]
    5.4 ATC Code

    S01EE04

    S01EE04

    S - Sensory organs

    S01 - Ophthalmologicals

    S01E - Antiglaucoma preparations and miotics

    S01EE - Prostaglandin analogues

    S01EE04 - Travoprost

    5.5 Absorption, Distribution and Excretion

    Absorption

    Travoprost is systemically absorbed through the cornea. In humans, peak plasma concentrations of travoprost free acid were low (25 pg/mL or less) and occurred within 30 minutes following topical ocular administration of one drop of 0.004% travoprost ophthalmic solution.

    Route of Elimination

    Less than 2% of the topical ocular dose of travoprost was excreted in the urine within 4 hours as the travoprost free acid. Moreover, elimination from plasma is rapid, resulting in concentrations below the limit of quantitation (< 10 pg/mL) by one hour. Furthermore, in rats, 95% of a subcutaneous radiolabeled dose was eliminated within 24 hours. The major route of elimination was via the bile (61%) with the remainder excreted by the kidneys.

    Volume of Distribution

    Given the data currently available, it has been recorded that travoprost free acid is moderately distributed into body tissues with a volume of distribution of 2.6 L/kg in rats.

    Clearance

    Data regarding the clearance of travoprost is not readily available or accessible.

    5.6 Metabolism/Metabolites

    Travoprost, an isopropyl ester prodrug, is hydrolyzed by esterases in the cornea to its biologically active free acid. Systemically, travoprost free acid is rapidly and extensively metabolized in the kidney, liver, and lung to inactive metabolites via beta-oxidation of the α(carboxylic acid) chain to give the 1,2-dinor and 1,2,3,4-tetranor analogs, via oxidation of the 15-hydroxyl moiety, as well as via reduction of the 13,14 double bond.

    5.7 Biological Half-Life

    The terminal elimination half-life of travoprost free acid is determined to be approximately 45 minutes, although studies demonstrated half-life values that ranged from 17 to 86 minutes.

    5.8 Mechanism of Action

    Travoprost, a prostaglandin F2 analogue, is a highly selective full agonist which has a high affinity for the prostaglandin FP receptor, and facilitates reductions in intraocular pressure by increasing the outflow of aqueous humour via trabecular meshwork and uveoscleral pathways. Reduction of the intraocular pressure in man starts about 2 hours after administration and maximum effect is reached after 12 hours. Significant lowering of intraocular pressure can be maintained for periods exceeding 24 hours with a single dose.

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    06-Jan-2021
    13-Aug-2024
    GMS
    overview
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    Average Price (USD/GMS)

    Number of Transactions

    Total Quantity (GMS)

    Total Value (USD)

    Quantity (GMS) & Unit rate (USD/GMS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    ABOUT THIS PAGE

    Travoprost Manufacturers | Traders | Suppliers

    Travoprost Manufacturers, Traders, Suppliers 1
    15

    We have 17 companies offering Travoprost

    Get in contact with the supplier of your choice:

    1. EUROAPI
    2. Veranova
    3. Cayman Pharma s.r.o
    4. Chirogate International
    5. Dr. Reddy's Laboratories
    6. Gentec Pharmaceutical Group
    7. Biocon
    8. Curia
    9. DELTA BIOTECH SA
    10. Everlight Chemical
    11. FineTech Pharmaceutical Ltd.
    12. IRIX Manufacturing Inc.
    13. Lupin Ltd
    14. MSN Laboratories
    15. ScinoPharm Taiwan, Ltd
    16. Yonsung Fine Chemicals
    17. Zhejiang Ausun Pharmaceutical
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