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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 of ABAMETAPIR

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

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

2020
842
Targets

Targets

Primary TargetPharmacologyConditionPotency
Modulator
817
 7943.28 nM [EC50]
Modulator
817
 17000.0 nM [EC50]
Modulator
817
 2300.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
Preparation and reactivity of mixed-ligand ruthenium(II) hydride complexes with phosphites and polypyridyls.
2004 Feb 23
Synthesis of heteroleptic bis(diimine)carbonylchlororuthenium(II) complexes from photodecarbonylated precursors.
2004 May 3
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
Large dielectric susceptibility associated with proton transfer in a supramolecular structure of chloranilic acid and 5,5'-dimethyl-2,2'-bipyridine.
2006 Aug 28
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
New members of the [Ru(diimine)(CN)(4)](2-) family: structural, electrochemical and photophysical properties.
2006 Jan 7
Studies of the interaction of tetramethylcucurbit[6]uril and 5,5'-dimethyl-2,2'-bipyridyl hydrochloride.
2007 Dec
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
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
Dichlorido(5,5'-dimethyl-2,2'-bipyridine-κN,N')zinc(II).
2008 Aug 30
Di-μ-hydroxido-κO:O-μ-trifluoro-methane-sulfonato-κO:O'-bis-[(5,5'-dimethyl-2,2-bipyridine-κN,N')(η-penta-methyl-cyclo-penta-dien-yl)ytterbium(III)] tetra-phenyl-borate 5,5'-dimethyl-2,2-bipyridine.
2008 Jan 30
5,5'-Bis[(trimethyl-silyl)meth-yl]-2,2'-bipyridine.
2008 Jan 4
Di-μ(1,1)-azido-bis-[azido-(5,5'-dimethyl-2,2'-bipyridine)nickel(II)].
2008 Nov 20
Trichlorido(5,5'-dimethyl-2,2'-bipyridine-κN,N')(methanol-κO)indium(III).
2008 Oct 4
Dichlorido(6-methyl-2,2'-bipyridine-κN,N')zinc(II).
2008 Sep 13
(4,4'-Dimethyl-2,2'-bipyridine-κN,N')diiodidomercury(II).
2008 Sep 13
(5,5'-Dimethyl-2,2'-bipyridine-κN,N')diiodidomercury(II).
2008 Sep 20
Dibromido(2,9-dimethyl-1,10-phenanthroline-κN,N')mercury(II).
2009 Apr 2
Diazido-bis(5,5'-dimethyl-2,2'-bipyridyl-κN,N')nickel(II) monohydrate.
2009 Aug 8
Bis[dichlorido(5,5'-dimethyl-2,2'-bi-pyridine-κN,N')gold(III)] tetra-chlorido-aurate(III) dichloridooaurate(I).
2009 Feb 28
Dichlorido(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline-κN,N')mercury(II) acetonitrile hemisolvate.
2009 Jul 1
Tetra-aqua-(5,5'-dimethyl-2,2'-bipyridine-κN,N')zinc(II) sulfate.
2009 Jul 4
5,5'-Dimethyl-2,2'-bipyridine.
2009 Jun 17
(2,9-Dimethyl-4,7-diphenyl-1,10-phen-anthroline-κN,N')bis-(thio-cyanato-κS)mercury(II).
2009 Jun 24
Dichloridobis(phenanthridine-κN)zinc(II).
2009 Jun 6
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
(2,2'-Biquinoline-κN,N')dichlorido-iron(II).
2009 Oct 17
Studies on bis(halogeno) dioxomolybdenum(VI)-bipyridine complexes: synthesis and catalytic activity.
2009 Oct 28
Aqua-bis(benzoato-κO)(5,5'-dimethyl-2,2'-bipyridine-κN,N')copper(II).
2009 Oct 3
Synchrotron study of poly[[di-μ-aqua-(μ-2,2'-bipyridyl-5,5'-dicarboxyl-ato)di-potassium] dihydrate].
2009 Sep 30
catena-Poly[[(5,5'-dimethyl-2,2'-bi-pyridine-κN,N')cadmium(II)]-di-μ-iodido].
2010 Apr 24
catena-Poly[[aqua-(5,5'-dimethyl-2,2'-bipyridine-κN,N')copper(II)]-μ-2,2'-oxydibenzoato-κO:O'].
2010 Jul 10
(2,2'-Dimethyl-4,4'-bi-1,3-thia-zole-κN,N')diiodidomercury(II).
2010 Jul 31
Tri-μ-sulfato-κO:O'-bis-[aqua-(1,10-phenanthroline-κN,N')indium(III)] dihydrate.
2010 Sep 15
Patents

Patents

8212038
1
WO2017193099A1
1

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 Sun Dec 18 06:17:38 UTC 2022
Edited
by admin
on Sun Dec 18 06:17:38 UTC 2022
Record UNII
6UO390AMFB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ABAMETAPIR
INN   USAN   WHO-DD  
INN   USAN  
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
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
RXCUI
2475532
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
FDA UNII
6UO390AMFB
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
MERCK INDEX
M12222
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
DRUG BANK
DB11932
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
USAN
BC-22
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
DAILYMED
6UO390AMFB
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
EPA CompTox
DTXSID00170095
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
CAS
1762-34-1
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
INN
9829
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
ChEMBL
CHEMBL2205807
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
NCI_THESAURUS
C166964
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
WIKIPEDIA
Abametapir
Created by admin on Sun Dec 18 06:17:39 UTC 2022 , Edited by admin on Sun Dec 18 06:17:39 UTC 2022
PRIMARY
Related Record Type Details
CYTOCHROME P450 2B6
METABOLIC ENZYME -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
Abametapir plasm protein binding ranged from 91.3 – 92.3% and was concentration independent within the tested concentration range of 50 – 800 ng/mL.
BINDING
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
MAJOR
OCT-2
TRANSPORTER -> INHIBITOR
but the ratio of the unbound Cmax to the IC50 is less than 0.1
IC50
OAT-3
TRANSPORTER -> INHIBITOR
but the ratio of the unbound Cmax to the IC50 is less than 0.1
IC50
Related Record Type Details
Structure of ABAMETAPIR HYDROXYL
METABOLITE -> PARENT
Structure of ABAMETAPIR CARBOXYL
METABOLITE -> PARENT
MAJOR
PLASMA
Related Record Type Details
Structure of ABAMETAPIR
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC
NIH
NCATS
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ACCESSIBILITY
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