A-1165442 - CAS 1221443-94-2
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C22H20ClF2N3O2
Molecular Weight:
431.86
COA:
Inquire
Targets:
TRP Channel
Description:
A-1165442 is a potent, competitive and orally available modality-differentiated second-generation TRPV1 antagonist with good analgesic efficacy and a temperature-neutral profile (IC50= 9 nM for human TRPV1).
Brife Description:
A potent, competitive and orally available TRPV1 antagonist (IC50= 9 nM for human TRPV1)
Synonyms:
A1165442; A 1165442; A-1165442; 1-[(4R)-7-chloro-2,2-bis(fluoromethyl)-3,4-dihydrochromen-4-yl]-3-(3-methylisoquinolin-5-yl)urea; 1-(7-chloro-2,2-bis(fluoromethyl)chroman-4-yl)-3-(3-methylisoquinolin-5-yl)urea
Solubility:
DMSO:10 mM
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
Inquire
Boiling Point:
574.4±50.0 ℃ at 760 Torr
Density:
1.38±0.1 g/cm3
InChIKey:
VJJGAJAUECQWSZ-LJQANCHMSA-N
InChI:
1S/C22H20ClF2N3O2/c1-13-7-17-14(10-26-13)3-2-4-18(17)27-21(29)28-19-9-22(11-24,12-25)30-20-8-15(23)5-6-16(19)20/h2-8,10,19H,9,11-12H2,1H3,(H2,27,28,29)/t19-/m1/s1
Canonical SMILES:
CC1=NC=C2C=CC=C(C2=C1)NC(=O)NC3CC(OC4=C3C=CC(=C4)Cl)(CF)CF
1.Discovery of (R)-1-(7-chloro-2,2-bis(fluoromethyl)chroman-4-yl)-3-(3-methylisoquinolin-5-yl)urea (A-1165442): a temperature-neutral transient receptor potential vanilloid-1 (TRPV1) antagonist with analgesic efficacy.
Voight EA;Gomtsyan AR;Daanen JF;Perner RJ;Schmidt RG;Bayburt EK;DiDomenico S;McDonald HA;Puttfarcken PS;Chen J;Neelands TR;Bianchi BR;Han P;Reilly RM;Franklin PH;Segreti JA;Nelson RA;Su Z;King AJ;Polakowski JS;Baker SJ;Gauvin DM;Lewis LR;Mikusa JP;Joshi SK;Faltynek CR;Kym PR;Kort ME J Med Chem. 2014 Sep 11;57(17):7412-24. doi: 10.1021/jm500916t. Epub 2014 Aug 21.
The synthesis and characterization of a series of selective, orally bioavailable 1-(chroman-4-yl)urea TRPV1 antagonists is described. Whereas first-generation antagonists that inhibit all modes of TRPV1 activation can elicit hyperthermia, the compounds disclosed herein do not elevate core body temperature in preclinical models and only partially block acid activation of TRPV1. Advancing the SAR of this series led to the eventual identification of (R)-1-(7-chloro-2,2-bis(fluoromethyl)chroman-4-yl)-3-(3-methylisoquinolin-5-yl)urea (A-1165442, 52), an analogue that possesses excellent pharmacological selectivity, has a favorable pharmacokinetic profile, and demonstrates good efficacy against osteoarthritis pain in rodents.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related TRP Channel Products


CAS 212200-21-0 MRS 1477

MRS 1477
(CAS: 212200-21-0)

MRS 1477, a dihydropyridine derivative, is a TRPV1 positive allosteric modulator, and potentiates vanilloid and proton activation of TRPV1 channels.

CAS 55224-94-7 AP18

AP18
(CAS: 55224-94-7)

AP18 is a selective Transient receptor potential A1(TRPA1) channel blocker which reversibly inhibits TRPA1 with IC50 values of 3.1 and 4.5 µM at human and mouse...

CAS 808756-71-0 ABT-102

ABT-102
(CAS: 808756-71-0)

ABT 102 is a selective transient receptor potential vanilloid 1 (TRPV1) receptor antagonist with IC50 values to be 5-7 nM. No recent reports of development iden...

CAS 472981-92-3 SB-366791

SB-366791
(CAS: 472981-92-3)

SB-366791 is a potent, and selective cinnamide TRPV1 antagonist (pA2 = 7.71 at hVR1) with IC50 of 5.7±1.2 nM.

CAS 1170613-55-4 A 967079

A 967079
(CAS: 1170613-55-4)

A 967079 is a selective TRPA1 channel blocker (IC50 = 67 and 289 nM at human and rat TRPA1 receptors, respectively) with 1000-fold selectivity for TRPA1 over ot...

CAS 1333210-07-3 SAR7334

SAR7334
(CAS: 1333210-07-3)

SAR7334, a TRPC6 inhibitor, could be valuable in studying sorts of diseases related to TRPC.

CAS 1154-25-2 EIPA

EIPA
(CAS: 1154-25-2)

EIPA is a TRPP3 channel inhibitor (IC50 = 10.5 μM). EIPA also acts as an Na+/H+ exchange inhibitor that suppresses the Na+/H+ exchanger (NHE).

AMG8562
(CAS: 1041478-78-7)

AMG8562 is a novel vanilloid receptor TRPV1 modulator.

Chemical Structure

CAS 1221443-94-2 A-1165442

Quick Inquiry

Verification code

Featured Items