ABAMETAPIR

US Previously Marketed

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H12N2
Molecular Weight	184.2371
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(N=C1)C2=NC=C(C)C=C2

InChI

InChIKey=PTRATZCAGVBFIQ-UHFFFAOYSA-N

InChI=1S/C12H12N2/c1-9-3-5-11(13-7-9)12-6-4-10(2)8-14-12/h3-8H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C12H12N2
Molecular Weight	184.2371
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29999197 | https://www.ncbi.nlm.nih.gov/pubmed/30828591

Hatchtech is developing abametapir, an organic heterocyclic small-molecule, for the treatment of pediculosis (head lice). Abametapir is an inhibitor of metalloproteinases critical for louse survival and egg development. Abametapir lotion, 0.74%, demonstrated significant ovicidal activity against head lice eggs with a single application.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
C-C chemokine receptor type 8 1 Target ID: CHEMBL4596 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22957890	Modulator 822	7943.28 nM [EC50]
C-C chemokine receptor type 1 11 Target ID: CHEMBL2413 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22957890	Modulator 822	17000.0 nM [EC50]
C-C chemokine receptor type 5 19 Target ID: CHEMBL274 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22957890	Modulator 822	2300.0 nM [EC50]

PubMed

Title	Date	PubMed
Preparation and reactivity of mixed-ligand ruthenium(II) hydride complexes with phosphites and polypyridyls.	2004 Feb 23	14966969
Intramolecular metal...sulfur interactions of platinum(II) 1,4,7-trithiacyclononane complexes with bipyridyl ligands: the relationship between molecular and electronic structures.	2005 Mar 21	15762722
Variability in the structures of [4-(aminomethyl)pyridine]silver(I) complexes through effects of ligand ratio, anion, hydrogen bonding, and pi-stacking.	2006 Jan 23	16411733
New members of the [Ru(diimine)(CN)(4)](2-) family: structural, electrochemical and photophysical properties.	2006 Jan 7	16357959
Studies of the interaction of tetramethylcucurbit[6]uril and 5,5'-dimethyl-2,2'-bipyridyl hydrochloride.	2007 Dec	17917750
New synthetic path to 2,2'-bipyridine-5,5'-dicarbaldehyde and its use in the [3+3] cyclocondensation with trans-1,2-diaminocyclohexane.	2007 Dec 20	18027964
Mechanism of quenching by oxygen of the excited states of ruthenium(II) complexes in aqueous media. Solvent isotope effect and photosensitized generation of singlet oxygen, O2(1Deltag), by [Ru(diimine)(CN)4]2- complex ions.	2007 Jun 28	17563787
Di-μ(1,1)-azido-bis-[azido-(5,5'-dimethyl-2,2'-bipyridine)nickel(II)].	2008 Nov 20	21581175
Trichlorido(5,5'-dimethyl-2,2'-bipyridine-κN,N')(methanol-κO)indium(III).	2008 Oct 4	21580816
Dichlorido(6-methyl-2,2'-bipyridine-κN,N')zinc(II).	2008 Sep 13	21201019
(4,4'-Dimethyl-2,2'-bipyridine-κN,N')diiodidomercury(II).	2008 Sep 13	21201014
(5,5'-Dimethyl-2,2'-bipyridine-κN,N')diiodidomercury(II).	2008 Sep 20	21201044
Dibromido(2,9-dimethyl-1,10-phenanthroline-κN,N')mercury(II).	2009 Apr 2	21583736
Bis[dichlorido(5,5'-dimethyl-2,2'-bi-pyridine-κN,N')gold(III)] tetra-chlorido-aurate(III) dichloridooaurate(I).	2009 Feb 28	21582104
Dichlorido(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline-κN,N')mercury(II) acetonitrile hemisolvate.	2009 Jul 1	21583318
Tetra-aqua-(5,5'-dimethyl-2,2'-bipyridine-κN,N')zinc(II) sulfate.	2009 Jul 4	21583333
5,5'-Dimethyl-2,2'-bipyridine.	2009 Jun 17	21582861
(2,9-Dimethyl-4,7-diphenyl-1,10-phen-anthroline-κN,N')bis-(thio-cyanato-κS)mercury(II).	2009 Jun 24	21582740
Dichloridobis(phenanthridine-κN)zinc(II).	2009 Jun 6	21582680
Capabilities of direct sample introduction--comprehensive two-dimensional gas chromatography--time-of-flight mass spectrometry to analyze organic chemicals of interest in fish oils.	2009 May 1	19534141
(2,2'-Biquinoline-κN,N')dichlorido-iron(II).	2009 Oct 17	21578122
Aqua-bis(benzoato-κO)(5,5'-dimethyl-2,2'-bipyridine-κN,N')copper(II).	2009 Oct 3	21578058
Synchrotron study of poly[[di-μ-aqua-(μ-2,2'-bipyridyl-5,5'-dicarboxyl-ato)di-potassium] dihydrate].	2009 Sep 30	21577776
catena-Poly[[aqua-(5,5'-dimethyl-2,2'-bipyridine-κN,N')copper(II)]-μ-2,2'-oxydibenzoato-κO:O'].	2010 Jul 10	21588146
(2,2'-Dimethyl-4,4'-bi-1,3-thia-zole-κN,N')diiodidomercury(II).	2010 Jul 31	21588098
Tri-μ-sulfato-κO:O'-bis-[aqua-(1,10-phenanthroline-κN,N')indium(III)] dihydrate.	2010 Sep 15	21587408

Patents

Sample Use Guides

In Vivo Use Guide

The efficacy of abametapir lotion, 0.74%, was assessed for its ability to clear head louse infestations after a single application. Abametapir lotion was applied to dry hair for 10 minutes on day 0 and then rinsed with water.

Route of Administration: Topical

Substance Class	Chemical Created by `admin` on `Thu Jul 06 16:30:25 UTC 2023` Edited by `admin` on `Thu Jul 06 16:30:25 UTC 2023`
Record UNII	6UO390AMFB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ABAMETAPIR

Official Name

English

ABAMETAPIR [USAN]

Common Name

English

ABAMETAPIR [MI]

Common Name

English

abametapir [INN]

Common Name

English

XEGLYZE

Brand Name

English

ABAMETAPIR [ORANGE BOOK]

Common Name

English

HA-44

Code

English

6,6'-BI-3-PICOLINE

Common Name

English

5,5'-DIMETHYL-2,2'-DIPYRIDYL

Common Name

English

HA44

Code

English

2,2'-BIPYRIDINE, 5,5'-DIMETHYL-

Systematic Name

English

Abametapir [WHO-DD]

Common Name

English

5,5'-DIMETHYL-2,2'-BIPYRIDINE

Systematic Name

English

Code System Code Type Description

PUBCHEM

15664