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1-(3-Fluorophenyl)cyclohexanecarboxylic acid - CAS 214262-98-3

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Category
Main Product
Product Name
1-(3-Fluorophenyl)cyclohexanecarboxylic acid
Catalog Number
214262-98-3
Synonyms
1-(3-FLUOROPHENYL)CYCLOHEXANECARBOXYLIC ACID, 98;1-(3-FLUOROPHENYL)CYCLOHEXANECARBOXYLIC ACID 98%
CAS Number
214262-98-3
Molecular Weight
222.26
Molecular Formula
C13H15FO2
COA
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MSDS
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Canonical SMILES
C1CCC(CC1)(C2=CC(=CC=C2)F)C(=O)O
InChI
InChI=1S/C13H15FO2/c14-11-6-4-5-10(9-11)13(12(15)16)7-2-1-3-8-13/h4-6,9H,1-3,7-8H2,(H,15,16)
InChIKey
RIQOIHJORXEGFT-UHFFFAOYSA-N
Structure
CAS 214262-98-3 1-(3-Fluorophenyl)cyclohexanecarboxylic acid
Specification
Purity
95%
Boiling Point
358.3ºC at 760 mmHg
Melting Point
132ºC
Physical Description
1-(3-Fluorophenyl)cyclohexanecarboxylic acid 98% (1g)
Reference Reading
1.Discovery and Optimization of 4-(8-(3-Fluorophenyl)-1,7-naphthyridin-6-yl)transcyclohexanecarboxylic Acid, an Improved PDE4 Inhibitor for the Treatment of Chronic Obstructive Pulmonary Disease (COPD).
Press NJ1, Taylor RJ1, Fullerton JD1, Tranter P1, McCarthy C1, Keller TH1, Arnold N1, Beer D1, Brown L1, Cheung R1, Christie J1, Denholm A1, Haberthuer S1, Hatto JD1, Keenan M1, Mercer MK1, Oakman H1, Sahri H1, Tuffnell AR1, Tweed M1, Trifilieff A1. J Med Chem. 2015 Sep 10;58(17):6747-52. doi: 10.1021/acs.jmedchem.5b00902. Epub 2015 Aug 28.
Herein we describe the optimization of a series of PDE4 inhibitors, with special focus on solubility and pharamcokinetics, to clinical compound 2, 4-(8-(3-fluorophenyl)-1,7-naphthyridin-6-yl)transcyclohexanecarboxylic acid. Although compound 2 produces emesis in humans when given as a single dose, its exemplary pharmacokinetic properties enabled a novel dosing regime comprising multiple escalating doses and the resultant achievement of high plasma drug levels without associated nausea or emesis.
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