ENCALERET

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H33ClFNO4
Molecular Weight	514.028
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H](OC[C@H](O)CNC(C)(C)CC1=CC(F)=C(Cl)C=C1)C2=C(C=CC=C2)C3=CC=C(C(O)=O)C(C)=C3

InChI

InChIKey=UNFHDRVFEQPUEL-DENIHFKCSA-N

InChI=1S/C29H33ClFNO4/c1-18-13-21(10-11-23(18)28(34)35)25-8-6-5-7-24(25)19(2)36-17-22(33)16-32-29(3,4)15-20-9-12-26(30)27(31)14-20/h5-14,19,22,32-33H,15-17H2,1-4H3,(H,34,35)/t19-,22-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H33ClFNO4
Molecular Weight	514.028
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800023553 | https://www.ncbi.nlm.nih.gov/pubmed/21810422 | https://www.ncbi.nlm.nih.gov/pubmed/25166719 | https://www.ncbi.nlm.nih.gov/pubmed/26556736

Encaleret (JTT-305 or MK-5442) is a potent oral short-acting calcium-sensing receptor (CaSR) antagonist and transiently stimulates endogenous parathyroid hormone (PTH) secretion. CaSR antagonists stimulate endogenous PTH secretion through CaSR on the surface of parathyroid cells and thereby may be anabolic agents for osteoporosis. Japan Tobacco and Merck were developing encaleret for the treatment of osteoporosis however development has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
A semimechanistic model of the time-course of release of PTH into plasma following administration of the calcilytic JTT-305/MK-5442 in humans.	2013 Aug	23436611

Patents

Sample Use Guides

In Vivo Use Guide

Phase II studies: 2.5 - 15 mg daily

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:14:36 GMT 2023` Edited by `admin` on `Fri Dec 15 19:14:36 GMT 2023`
Record UNII	EF8081AQ6G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ENCALERET

Official Name

English

Encaleret [WHO-DD]

Common Name

English

2'-((1R)-1-(((1-(4-CHLORO-3-FLUOROPHENYL)-2-METHYLPROPAN-2-YL)AMINO)-(2R)-2-HYDROXYPROPOXY)ETHYL)-3-METHYL(1,1'-BIPHENYL)-4-CARBOXYLIC ACID

Systematic Name

English

2'-((1R)-1-((2R)-3-((1-(4-CHLORO-3-FLUOROPHENYL)-2-METHYLPROPAN-2-YL)AMINO)-2-HYDROXYPROPOXY)ETHYL)-3-METHYL(1,1'-BIPHENYL)-4-CARBOXYLIC ACID

Systematic Name

English

encaleret [INN]

Common Name

English

(1,1'-BIPHENYL)-4-CARBOXYLIC ACID, 2'-((1R)-1-((2R)-3-((2-(4-CHLORO-3-FLUOROPHENYL)-1,1-DIMETHYLETHYL)AMINO)-2-HYDROXYPROPOXY)ETHYL)-3-METHYL-

Common Name

English

2'-((1R)-1-(((2R)-3-((1-(4-CHLORO-3-FLUOROPHENYL)-2-METHYLPROPAN-2-YL)AMINO)-2-HYDROXYPROPYL)OXY)ETHYL)-3-METHYL-1,1'-BIPHENYL-4-CARBOXYLIC ACID

Systematic Name

English

ENCALERET [USAN]

Common Name

English

Code System Code Type Description

NCI_THESAURUS

C169946