TOREFORANT TARTRATE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	2C23H32N6.C4H6O6
Molecular Weight	935.1676
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1CCC(CCCNC2=NC=C(C3=NC4=C(N3)C=C(C)C=C4C)C(C)=N2)CC1.CN5CCC(CCCNC6=NC=C(C7=NC8=C(N7)C=C(C)C=C8C)C(C)=N6)CC5

InChI

InChIKey=FWIDBLDKHORZBP-CEAXSRTFSA-N

InChI=1S/2C23H32N6.C4H6O6/c2*1-15-12-16(2)21-20(13-15)27-22(28-21)19-14-25-23(26-17(19)3)24-9-5-6-18-7-10-29(4)11-8-18;5-1(3(7)8)2(6)4(9)10/h2*12-14,18H,5-11H2,1-4H3,(H,27,28)(H,24,25,26);1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28233185 | https://www.ncbi.nlm.nih.gov/pubmed/30102965 | https://www.ncbi.nlm.nih.gov/pubmed/30124726 | https://www.ncbi.nlm.nih.gov/pubmed/27422891 | http://www.remedypublications.com/pharmacology-and-pharmaceutics/full-text/app-v2-id1013.php

Toreforant (JNJ-38518168) is an orally active, selective histamine H4 receptor antagonist. Toreforant was investigated as an agent for the treatment of active rheumatoid arthritis. While some improvement in rheumatoid arthritis signs/symptoms through week 12 was observed in the phase IIa study, no efficacy was observed with toreforant at lower doses in a subsequent phase IIb study. Toreforant has been tested in clinical studies in patients with asthma and psoriasis. Toreforant failed to provide therapeutic benefit in population of patients with uncontrolled, eosinophilic, persistent asthma. Toreforant efficacy at 30 and 60 mg was greater than placebo but did not meet predefined success criterion in patients with moderate-to-severe psoriasis.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H4 receptor 20 Target ID: CHEMBL3759 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27422891 \| http://www.remedypublications.com/pharmacology-and-pharmaceutics/articles/pdfs_folder/app-v2-id1013.pdf	Antagonist 2849		8.4 nM [Ki]

PubMed

Title	Date	PubMed
Toreforant, an orally active histamine H4-receptor antagonist, in patients with active rheumatoid arthritis despite methotrexate: mechanism of action results from a phase 2, multicenter, randomized, double-blind, placebo-controlled synovial biopsy study.	2019-04	30739130
A phase 2a study of toreforant, a histamine H4 receptor antagonist, in eosinophilic asthma.	2018-11	30102965
Efficacy and Safety of Toreforant, a Selective Histamine H4 Receptor Antagonist, for the Treatment of Moderate-to-Severe Plaque Psoriasis: Results from a Phase 2 Multicenter, Randomized, Double-blind, Placebo-controlled Trial.	2018-08-01	30124726
An Immunohistochemical Investigation of Renal Phospholipidosis and Toxicity in Rats.	2017-08-19	28820006
Clinical Development of Histamine H4 Receptor Antagonists.	2017	28233185
Toreforant, A Histamine H4 Receptor Antagonist, in Patients with Active Rheumatoid Arthritis Despite Methotrexate Therapy: Results of 2 Phase II Studies.	2016-09	27422891

Patents

Name

Type

Language

TOREFORANT TARTRATE

Official Name

English

TOREFORANT TARTRATE [USAN]

Preferred Name

English

2-PYRIMIDINAMINE, 5-(5,7-DIMETHYL-1H-BENZIMIDAZOL-2-YL)-4-METHYL-N-(3-(1-METHYL-4-PIPERIDINYL)PROPYL)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (2:1)

Systematic Name

English

Toreforant tartrate [WHO-DD]

Common Name

English

JNJ-38518168 HEMITARTRATE

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29708