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

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

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.

Approval Year

Targets

Targets

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

PubMed

TitleDatePubMed
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
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
Dichlorido(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline-κN,N')mercury(II) acetonitrile hemisolvate.
2009 Jul 1
(2,2'-Biquinoline-κN,N')dichlorido-iron(II).
2009 Oct 17
Patents

Sample Use Guides

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 Sat Dec 16 10:55:32 GMT 2023
Edited
by admin
on Sat Dec 16 10:55:32 GMT 2023
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 Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
RXCUI
2475532
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
FDA UNII
6UO390AMFB
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
MERCK INDEX
m12222
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
DRUG BANK
DB11932
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
USAN
BC-22
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
DAILYMED
6UO390AMFB
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID00170095
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
CAS
1762-34-1
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
SMS_ID
300000034111
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
INN
9829
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL2205807
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
NCI_THESAURUS
C166964
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
WIKIPEDIA
Abametapir
Created by admin on Sat Dec 16 10:55:33 GMT 2023 , Edited by admin on Sat Dec 16 10:55:33 GMT 2023
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
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
METABOLIC ENZYME -> SUBSTRATE
MAJOR
TRANSPORTER -> INHIBITOR
but the ratio of the unbound Cmax to the IC50 is less than 0.1
IC50
TRANSPORTER -> INHIBITOR
but the ratio of the unbound Cmax to the IC50 is less than 0.1
IC50
Related Record Type Details
METABOLITE -> PARENT
METABOLITE -> PARENT
MAJOR
PLASMA
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC