U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H22N6
Molecular Weight 262.354
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADRIFORANT

SMILES

CN[C@@H]1CCN(C1)C2=NC(N)=NC(NCC3CC3)=C2

InChI

InChIKey=ISBHYKVAFKTATD-SNVBAGLBSA-N
InChI=1S/C13H22N6/c1-15-10-4-5-19(8-10)12-6-11(17-13(14)18-12)16-7-9-2-3-9/h6,9-10,15H,2-5,7-8H2,1H3,(H3,14,16,17,18)/t10-/m1/s1

HIDE SMILES / InChI

Molecular Formula C13H22N6
Molecular Weight 262.354
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

PF-03893787 is potent and selective histamine H4 receptor (H4R) antagonist. It has comparable binding affinity to the human histamine H3 receptor. PF-03893787 was found to have significant affinity for the hERG channel. Novartis initiates a phase II extension trial in Atopic dermatitis. Studies exploring the utility of PF-3893787 in patients would be reported in due course, being the potential indications of asthma, pruritus, inflammatory skin diseases and pain, among others.

Approval Year

PubMed

PubMed

TitleDatePubMed
Challenges of drug discovery in novel target space. The discovery and evaluation of PF-3893787: a novel histamine H4 receptor antagonist.
2011 Nov 1
Is the H4 receptor a new drug target for allergies and asthma?
2013 Jan 1

Sample Use Guides

5, 15, 50 mg, QD for 14 days
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:22:17 GMT 2023
Edited
by admin
on Sat Dec 16 10:22:17 GMT 2023
Record UNII
D65H9YE9VU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADRIFORANT
USAN   INN  
Official Name English
ZPL389-NX
Code English
NVP-ZPL389-NX
Code English
N4-(Cyclopropylmethyl)-6-[(3R)-3-(methylamino)pyrrolidin-1-yl]pyrimidine-2,4-diamine
Systematic Name English
ZPL-389-NX
Code English
PF-3893787
Code English
Adriforant [WHO-DD]
Common Name English
PF-03893787
Code English
ADRIFORANT [USAN]
Common Name English
adriforant [INN]
Common Name English
2,4-PYRIMIDINEDIAMINE, N4-(CYCLOPROPYLMETHYL)-6-((3R)-3-(METHYLAMINO)-1-PYRROLIDINYL)-
Systematic Name English
ZPL-3893787
Code English
ZPL-389
Code English
Code System Code Type Description
EVMPD
SUB194074
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
FDA UNII
D65H9YE9VU
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
PUBCHEM
24745335
Created by admin on Sat Dec 16 10:22:18 GMT 2023 , Edited by admin on Sat Dec 16 10:22:18 GMT 2023
PRIMARY
NCI_THESAURUS
C169765
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
USAN
HI-100
Created by admin on Sat Dec 16 10:22:18 GMT 2023 , Edited by admin on Sat Dec 16 10:22:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL1915540
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
INN
10855
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
CAS
943057-12-3
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
DRUG BANK
DB15027
Created by admin on Sat Dec 16 10:22:17 GMT 2023 , Edited by admin on Sat Dec 16 10:22:17 GMT 2023
PRIMARY
SMS_ID
100000178346
Created by admin on Sat Dec 16 10:22:18 GMT 2023 , Edited by admin on Sat Dec 16 10:22:18 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY
Originator: Pfizer; Developer: Pfizer, Ziarco; Class: Anti-inflammatory, Antiasthmatic, Pyrimidine, Pyrrolidine, Small molecule; Mechanism of Action: Histamine H4 receptor antagonist; Highest Development Phases: Phase II for Atopic dermatitis, Plaque psoriasis, Discontinued for Asthma; Most Recent Event: 13 Jun 2016 Final efficacy data from a phase IIb trial in Atopic dermatitis released by Ziarco Pharma, 16 May 2016 Ziarco Pharma plans a phase IIb trial in Atopic dermatitis, 16 May 2016 Top-line efficacy and adverse events data from a phase IIa trial in Atopic dermatitis released by Ziarco Pharma