JTS-653

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C23H21F3N4O4
Molecular Weight	474.4324
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CN=C(C=C1)N2[C@@H](CO)COC3=C(C=CC=C23)C(=O)NC4=CN=C(OCC(F)(F)F)C=C4

InChI

InChIKey=QZUCKCLSVBFSOS-INIZCTEOSA-N

InChI=1S/C23H21F3N4O4/c1-14-5-7-19(27-9-14)30-16(11-31)12-33-21-17(3-2-4-18(21)30)22(32)29-15-6-8-20(28-10-15)34-13-23(24,25)26/h2-10,16,31H,11-13H2,1H3,(H,29,32)/t16-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C23H21F3N4O4
Molecular Weight	474.4324
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:37:18 GMT 2023` Edited by `admin` on `Sat Dec 16 11:37:18 GMT 2023`
Record UNII	2TM92XK3YA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

JTS-653

Code

English

2H-1,4-BENZOXAZINE-8-CARBOXAMIDE, 3,4-DIHYDRO-3-(HYDROXYMETHYL)-4-(5-METHYL-2-PYRIDINYL)-N-(6-(2,2,2-TRIFLUOROETHOXY)-3-PYRIDINYL)-, (3S)-

Systematic Name

English

(3S)-3-(HYDROXYMETHYL)-4-(5-METHYL-2-PYRIDYL)-N-(6-(2,2,2-TRIFLUOROETHOXY)-3-PYRIDYL)-2,3-DIHYDRO-1,4-BENZOXAZINE-8-CARBOXAMIDE

Systematic Name

English

JTS653

Code

English

Code System Code Type Description

FDA UNII

2TM92XK3YA

Created by admin on Sat Dec 16 11:37:18 GMT 2023 , Edited by admin on Sat Dec 16 11:37:18 GMT 2023

PRIMARY

ChEMBL

CHEMBL3545228

Created by admin on Sat Dec 16 11:37:18 GMT 2023 , Edited by admin on Sat Dec 16 11:37:18 GMT 2023

PRIMARY

CAS

942614-99-5

Created by admin on Sat Dec 16 11:37:18 GMT 2023 , Edited by admin on Sat Dec 16 11:37:18 GMT 2023

PRIMARY

PUBCHEM

23628017

Created by admin on Sat Dec 16 11:37:18 GMT 2023 , Edited by admin on Sat Dec 16 11:37:18 GMT 2023

PRIMARY

Related Record Type Details


					2TM92XK3YA

JTS-653

ACTIVE MOIETY

Comments:

Originator: Japan Tobacco; Class: Analgesic; Mechanism of Action: TRPV1 receptor antagonist; Highest Development Phases: Discontinued for Overactive bladder, Pain; Most Recent Events: 28 Jul 2011 Discontinued - Phase-II for Pain in Japan (PO), 28 Jul 2011 Discontinued - Phase-II for Overactive bladder in Japan (PO), 29 Jul 2010 Phase-II clinical trials in Pain in Japan (PO)


					2TM92XK3YA

JTS-653

ACTIVE MOIETY

Comments:

JTS-653 displaced (3H)resiniferatoxin binding to human and rat TRPV1. JTS-653 competitively antagonized the capsaicin-induced activation of human TRPV1 with pA2 values of 10.1. JTS-653 also inhibited proton-induced activation of human and rat TRPV1 with IC50 values of 0.320 and 0.347 nM, respectively. JTS-653 significantly prevented capsaicin-induced mechanical hyperalgesia at 1 mg/kg p.o. and attenuated carrageenan-induced mechanical hyperalgesia at 0.3 mg/kg p.o. JTS-653 significantly attenuated carrageenan-induced thermal hyperalgesia at 0.1 mg/kg p.o. and fully reversed at 0.3 mg/kg p.o. without affecting the volume of the carrageenan-treated paw.