PIBUTIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H24N4O3
Molecular Weight	356.4189
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=C(NC\C=C/COC2=NC=CC(CN3CCCCC3)=C2)C(=O)C1=O

InChI

InChIKey=XMDYZASWLGWIPL-DJWKRKHSSA-N

InChI=1S/C19H24N4O3/c20-16-17(19(25)18(16)24)22-7-2-5-11-26-15-12-14(6-8-21-15)13-23-9-3-1-4-10-23/h2,5-6,8,12,22H,1,3-4,7,9-11,13,20H2/b5-2-

HIDE SMILES / InChI

Molecular Formula	C19H24N4O3
Molecular Weight	356.4189
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/1971169
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/9730007

Pibutidine hydrochloride (IT-066), a novel histamine H2 receptor antagonist has powerful and long lasting antisecretory and antiulcer effects and is a useful antisecretory drug for treatment of peptic ulcer diseases.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Histamine H2 receptor 46 Target ID: CHEMBL1941 Sources: http://www.ncbi.nlm.nih.gov/pubmed/10028383	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Peptic ulcer 72 Sources: http://www.ncbi.nlm.nih.gov/pubmed/1971169	Primary		Phase III 656	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

oral administration of a 20-mg dose of pibutidine hydrochloride

Route of Administration: Oral

In Vitro Use Guide

When H2-receptor transfected cells were treated with IT-066 (PIBUTIDINE) for 30 min, the inhibitory effect of IT-066 on the [3H]tiotidine binding still remained even after the cells were extensively washed. Scatchard plot analysis supported the non-competitive and irreversible action of IT-066. When the canine mutated H2-receptor-expressed cells were used, which have substituted amino acid of 190Alanine (Ala; position: 190th amino acid) for 190Threonine (Thr) in the fifth transmembrane domain, IT-066 also inhibited [3H]tiotidine binding to the cells concentration-dependently.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:32:14 UTC 2023` Edited by `admin` on `Sat Dec 16 17:32:14 UTC 2023`
Record UNII	4XRL9PL02Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PIBUTIDINE

Official Name

English

3-AMINO-4-(((Z)-4-((4-(PIPERIDINOMETHYL)-2-PYRIDYL)OXY)-2-BUTENYL)AMINO)-3-CYCLOBUTENE-1,2-DIONE

Systematic Name

English

pibutidine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29702