DIMETHISOQUIN

US Previously Marketed

First approved in 1951

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H24N2O
Molecular Weight	272.3853
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC1=NC(OCCN(C)C)=C2C=CC=CC2=C1

InChI

InChIKey=XNMYNYSCEJBRPZ-UHFFFAOYSA-N

InChI=1S/C17H24N2O/c1-4-5-9-15-13-14-8-6-7-10-16(14)17(18-15)20-12-11-19(2)3/h6-8,10,13H,4-5,9,11-12H2,1-3H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11714893 | https://www.ncbi.nlm.nih.gov/pubmed/14877285

Dimethisoquin (also known as Quinisocaine and QUOTANE) is a topical anesthetic used as an antipruritic. It was shown that dimethisoquin inhibits nicotinic acetylcholine receptors (alpha4/beta4 and alpha4/beta2) with the maximum inhibition potency occurring for the α4β4 subtype.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuronal acetylcholine receptor; alpha4/beta2 76 Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11714893	Inhibitor 8297
Neuronal acetylcholine receptor; alpha4/beta4 7 Target ID: CHEMBL1907591 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11714893	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pruritus 29 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14877285	Primary		Approved 8429	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L1NGJ
Alfa Chemistry	86-80-6	https://www.alfa-chemistry.com/cas_86-80-6.htm
Alinda	IBS-L0034129
Aurora Fine Chemicals LLC	A18.031.330	http://online.aurorafinechemicals.com/info?ID=A18.031.330
BOC Sciences	2773-92-4
ChemExper Chemical Directory	jbuQ@@LRAdbbRbTRTrnxjtZB@bBhh@@@
Chemieliva Pharmaceutical Co., Ltd	PBCM1442523
Chemspace	CSSS00025761702	https://chem-space.com/CSSS00025761702
Compound Cloud	6857
Compound Cloud	9883104
Hairui	HR101310
Innovapharm	VT-00687873
Lab Network	LN01203020
MolPort	MolPort-002-041-799	https://www.molport.com/shop/molecule-link/MolPort-002-041-799
MuseChem	M219312
MuseChem	R024056
Norris Pharm	NSZB-A092819
NovoSeek	6857
Princeton BioMolecular Research	OSSL_297013
Scientific Exchange	M-981981
Sigma Aldrich	R415189
Sigma Aldrich	R415189\|ALDRICH
Smolecule	S591433	https://www.smolecule.com/products/s591433
Specs	AO-080/43342670
THE BioTek	bt-405547	https://www.thebiotek.com/product/others/bt-405547
TimTec	SBB116813
TimTec	ST076784
TimTec	ST50449263
ZINC	ZINC000001671507	http://zinc15.docking.org/substances/ZINC000001671507
eMolecules	1843646
eMolecules	299986846
eMolecules	629196
mcule	MCULE-8714132699	https://mcule.com/MCULE-8714132699/

PubMed

Title	Date	PubMed
Local anesthetics noncompetitively inhibit function of four distinct nicotinic acetylcholine receptor subtypes.	2001 Dec	11714893
Travell trigger points--molecular and osteopathic perspectives.	2004 Jun	15233331
[Synthetic antimalarials].	2005 Aug-Sep	16230916

Patents

Sample Use Guides

In Vivo Use Guide

To the skin as a 0.5% oinment or lotion 2 to 4 times per day.

Route of Administration: Topical

In Vitro Use Guide

Various local anesthetics enhanced the incorporation of [3H]inositol into phosphoinositides in guinea pig cerebral cortical synaptoneurosomes. Dibucaine, QX-572 and dimethisoquin showed maximum stimulation at 100 microM. There was no correlation between local anesthetic activity, estimated by inhibition of the 22Na+ flux elicited by the sodium channel activator batrachotoxin, and the potency for stimulation of inositol incorporation.

Name

Type

Language

DIMETHISOQUIN

Common Name

English

quinisocaine [INN]

Common Name

English

Quinisocaine [WHO-DD]

Common Name

English

ETHANAMINE, 2-((3-BUTYL-1-ISOQUINOLINYL)OXY)-N,N-DIMETHYL-

Systematic Name

English

QUINISOCAINE

Official Name

English

3-BUTYL-1-(2-(DIMETHYLAMINO)ETHOXY)ISOQUINOLINE

Systematic Name

English

NSC-39695

Code

English

DIMETHISOQUIN [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245