Home Other Building Blocks 54276-17-4
54276-17-4,MFCD00210955
Catalog No.:AA00DA7V

54276-17-4 | Travoprost Acid

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Purity
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1mg
≥95%
in stock  
$92.00   $64.00
- +
5mg
≥95%
in stock  
$400.00   $280.00
- +
10mg
≥95%
in stock  
$710.00   $497.00
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25mg
≥95%
in stock  
$1,549.00   $1,084.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DA7V
Chemical Name:
Travoprost Acid
CAS Number:
54276-17-4
Molecular Formula:
C23H29F3O6
Molecular Weight:
458.4680
MDL Number:
MFCD00210955
SMILES:
OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O)O
Properties
Properties
 
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
636  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
11  
XLogP3:
2.9  

Downstream Synthesis Route

[1]Patent:US2010/105771,2010,A1.Locationinpatent:Page/Pagecolumn14

[2]Patent:US2010/105775,2010,A1.Locationinpatent:Page/Pagecolumn15

CASUnavailable 
  54276-17-4    157283-68-6 

[1]CurrentPatentAssignee:P&RSPA-WO2010/97672,2010,A1Locationinpatent:Page/Pagecolumn24-25

[2]CurrentPatentAssignee:P&RSPA-US2012/16136,2012,A1Locationinpatent:Page/Pagecolumn10

[3]CurrentPatentAssignee:SANOFI-WO2014/83367,2014,A1Locationinpatent:Page/Pagecolumn9

[1]Zhang,Fuhao;Zeng,Jingwen;Gao,Mohan;Wang,Linzhou;Chen,Gen-Qiang;Lu,Yixin;Zhang,Xumu[NatureChemistry,2021,vol.13,#7,p.692-697]

[2]CurrentPatentAssignee:EUROAPIHUNGARYLIABILITYCOMPANY-WO2013/93528,2013,A1Locationinpatent:Page/Pagecolumn25-27

[3]CurrentPatentAssignee:EUROAPIHUNGARYLIABILITYCOMPANY-US2014/343299,2014,A1Locationinpatent:Paragraph0074-0078

[4]CurrentPatentAssignee:CHIROGATEINTERNATIONAL,INC.-EP2837621,2015,A1Locationinpatent:Paragraph0098;0099;0100;0101

[5]CurrentPatentAssignee:CHIROGATEINTERNATIONAL,INC.-US2015/51410,2015,A1Locationinpatent:Paragraph0039;0099;0100;0101;0102;0104

[6]Chen,Fener;Huang,Zedu;Jiang,Meifen;Li,Weijian;Tang,Pei;Ye,Baijun;Zhang,Guo-Tai;Zhu,Kejie[ChemicalScience,2021,vol.12,#30,p.10362-10370]

[1]CurrentPatentAssignee:RIPPLETHERAPEUTICSCORPORATION-US2021/347809,2021,A1Locationinpatent:Paragraph0433-0434

[2]CurrentPatentAssignee:NICOXS.A.-US2018/118677,2018,A1Locationinpatent:Paragraph0293;0294;0295;0296

[1]Chen,Fener;Huang,Zedu;Jiang,Meifen;Li,Weijian;Tang,Pei;Ye,Baijun;Zhang,Guo-Tai;Zhu,Kejie[ChemicalScience,2021,vol.12,#30,p.10362-10370]

[2]Chen,Fener;Huang,Zedu;Jiang,Meifen;Li,Weijian;Tang,Pei;Ye,Baijun;Zhang,Guo-Tai;Zhu,Kejie[ChemicalScience,2021,vol.12,#30,p.10362-10370]

Literature

Title: Prostanoid-mediated inotropic responses are attenuated in failing human and rat ventricular myocardium.

Journal: European journal of pharmacology 20120705

Title: Prostanoid receptors involved in regulation of the beating rate of neonatal rat cardiomyocytes.

Journal: PloS one 20120101

Title: Novel suppression mechanism operating in early phase of adipogenesis by positive feedback loop for enhancement of cyclooxygenase-2 expression through prostaglandin F2α receptor mediated activation of MEK/ERK-CREB cascade.

Journal: The FEBS journal 20110801

Title: Niacin promotes adipogenesis by reducing production of anti-adipogenic PGF2α through suppression of C/EBPβ-activated COX-2 expression.

Journal: Prostaglandins & other lipid mediators 20110401

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Fluprostenol-induced MAPK signaling is independent of aging in Fischer 344/NNiaHSd x Brown Norway/BiNia rat aorta.

Journal: Annals of clinical and laboratory science 20100101

Title: Regulation of Nur77 gene expression by prostanoids in cementoblastic cells.

Journal: Archives of oral biology 20090501

Title: Discovery of 13-oxa prostaglandin analogs as antiglaucoma agents: synthesis and biological activity.

Journal: Bioorganic & medicinal chemistry 20090115

Title: Characterization of prostanoid receptors present on adrenergic neurons innervating the porcine uterine longitudinal muscle.

Journal: Prostaglandins & other lipid mediators 20080601

Title: Effect of femto to nano molar concentrations of prostaglandin analogues on pregnant rat uterine contractility.

Journal: European journal of pharmacology 20080226

Title: PGF2alpha-associated vascular smooth muscle hypertrophy is ROS dependent and involves the activation of mTOR, p70S6k, and PTEN.

Journal: Prostaglandins & other lipid mediators 20080201

Title: Prostanoids induce egr1 gene expression in cementoblastic OCCM cells.

Journal: Journal of periodontal research 20071001

Title: Effects of prostaglandin E2 and lipopolysaccharide on osteoclastogenesis in RAW 264.7 cells.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20070101

Title: Prostanoid- and interleukin-1-induced primary genes in cementoblastic cells.

Journal: Journal of periodontology 20060801

Title: Investigation of the pronounced synergism between prostaglandin E2 and other constrictor agents on rat femoral artery.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20060601

Title: Implication of prostaglandin receptors in the accumulation of osteoprotegerin in human osteoblast cultures.

Journal: The Journal of rheumatology 20060601

Title: Parathyroid hormone induces mitogen-activated kinase phosphatase 1 in murine osteoblasts primarily through cAMP-protein kinase A signaling.

Journal: Journal of periodontology 20060101

Title: Prostaglandins differently regulate FGF-2 and FGF receptor expression and induce nuclear translocation in osteoblasts via MAPK kinase.

Journal: Cell and tissue research 20050201

Title: Prostaglandins E(2) and F(2alpha) enhance differentiation of cementoblastic cells.

Journal: Journal of periodontology 20050201

Title: Prostaglandin F2alpha produced by inducible cyclooxygenase may contribute to the resolution of inflammation.

Journal: Inflammopharmacology 20050101

Title: Cyclooxygenase-2-derived endogenous prostacyclin enhances mouse embryo hatching.

Journal: Human reproduction (Oxford, England) 20041201

Title: Prostanoid EP4 receptor is involved in suppression of 3T3-L1 adipocyte differentiation.

Journal: Biochemical and biophysical research communications 20040924

Title: Excitatory action of prostanoids on the ferret isolated vagus nerve preparation.

Journal: European journal of pharmacology 20040426

Title: Pharmacological characterization and identification of EP3 prostanoid receptor binding sites in hamster uterus homogenates.

Journal: The Journal of pharmacy and pharmacology 20040201

Title: Action of prostanoids on the emetic reflex of Suncus murinus (the house musk shrew).

Journal: European journal of pharmacology 20030923

Title: Vascular activities of prostaglandins and selective prostanoid receptor agonists in human retinal microvessels.

Journal: Experimental eye research 20020801

Title: Response of rat thoracic aorta to F(2)-isoprostane metabolites.

Journal: Journal of cardiovascular pharmacology 20020301

Title: Involvement of postsynaptic EP4 and presynaptic EP3 receptors in actions of prostaglandin E2 in rat supraoptic neurones.

Journal: Journal of neuroendocrinology 20020101

Title: The design and synthesis of selective prostaglandin analogs as bone anabolic agents for the potential treatment of osteoporosis.

Journal: Advances in experimental medicine and biology 20020101

Title: Prostanoid EP(1)- and TP-receptors involved in the contraction of human pulmonary veins.

Journal: British journal of pharmacology 20011201

Title: Prostaglandin F2alpha potentiates cortisol production by stimulating 11beta-hydroxysteroid dehydrogenase 1: a novel feedback loop that may contribute to human labor.

Journal: The Journal of clinical endocrinology and metabolism 20011101

Title: Prostaglandin F2alpha upregulates interleukin-6 production in human gingival fibroblasts.

Journal: Journal of periodontal research 20010401

Title: Mechanisms involved in prostaglandin-induced increase in bone resorption in neonatal mouse calvaria.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20010201

Title: Replacement of the carboxylic acid group of prostaglandin f(2alpha) with a hydroxyl or methoxy substituent provides biologically unique compounds.

Journal: British journal of pharmacology 20000801

Title: The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs.

Journal: Biochimica et biophysica acta 20000117

Title: Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells.

Journal: British journal of pharmacology 19970901

Title: Cloning and expression of a cDNA for the human prostanoid FP receptor.

Journal: The Journal of biological chemistry 19940128

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Tags:54276-17-4 Molecular Formula|54276-17-4 MDL|54276-17-4 SMILES|54276-17-4 Travoprost Acid