6-METHOXY-2-NAPHTHALDEHYDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H10O2
Molecular Weight	186.2066
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(C=C1)C=C(C=O)C=C2

InChI

InChIKey=VZBLASFLFFMMCM-UHFFFAOYSA-N

InChI=1S/C12H10O2/c1-14-12-5-4-10-6-9(8-13)2-3-11(10)7-12/h2-8H,1H3

HIDE SMILES / InChI

Molecular Formula	C12H10O2
Molecular Weight	186.2066
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/9025970 | https://www.ncbi.nlm.nih.gov/pubmed/8620059 | https://www.ncbi.nlm.nih.gov/pubmed/9565331 | https://www.ncbi.nlm.nih.gov/pubmed/9701494 | https://www.ncbi.nlm.nih.gov/pubmed/15963942 | https://www.ncbi.nlm.nih.gov/pubmed/15777092

6-Methoxy-2-naphthalenecarboxaldehyde is a substrate of aldehyde dehydrogenase enzymes (class I, class II and class III). It was examined as indicator of the aldehyde dehydrogenase (ALDH) activity in human tissue homogenates and accessible body fluids from patients with viral and toxic liver injuries, and tumors. As intermediate, it was used in organic synthesis of enantiomerically enriched R- and S-6-MONCH- (OH)CN and fluorescent substrates for inhibition studies relating to hypertension and vascular inflammation.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Alcohol dehydrogenase class II 1 Target ID: CHEMBL2990 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8620059	Substrate 661
Alcohol dehydrogenase class III 1 Target ID: CHEMBL4116 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9025970	Substrate 661
Alcohol dehydrogenase class I 1 Target ID: CHEMBL2363044 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9025970	Substrate 661

Conditions

Condition	Modality	Highest Phase	Product
Infectious hepatitis 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8620059 https://www.ncbi.nlm.nih.gov/pubmed/9020538	Diagnostic	Not Provided 511	Unknown Approved Use Unknown
Liver cancer 53 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9701494 https://www.ncbi.nlm.nih.gov/pubmed/10952223	Diagnostic	Not Provided 511	Unknown Approved Use Unknown
Thyroid cancer 17 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9701494	Diagnostic	Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
(2E)-1-(3-Bromo-phen-yl)-3-(6-meth-oxy-2-naphth-yl)prop-2-en-1-one.	2010-09-11	21587540
(2E)-1-(2,5-Dichloro-3-thien-yl)-3-(6-meth-oxy-2-naphth-yl)prop-2-en-1-one.	2010-06-18	21587934
Salivary aldehyde dehydrogenase - temporal and population variability, correlations with drinking and smoking habits and activity towards aldehydes contained in food.	2010	20931090
Alcohol dehydrogenase isoenzymes and aldehyde dehydrogenase activity in the sera of patients with esophageal cancer.	2009-06	19184326
A fluorogenic aldehyde bearing a 1,2,3-triazole moiety for monitoring the progress of aldol reactions.	2009-03-20	19222210
Partially irreversible inactivation of mitochondrial aldehyde dehydrogenase by nitroglycerin.	2008-11-07	18786921
Alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) activity in the sera of patients with pancreatic cancer.	2008-08	18095160
Alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) activity in the sera of patients with liver cancer.	2008	18484658
Alcohol dehydrogenase (ADH) isoenzymes and aldehyde dehydrogenase (ALDH) activity in the sera of patients with colorectal cancer.	2007-12	18188528
The activity of class I, III, and IV of alcohol dehydrogenase isoenzymes and aldehyde dehydrogenase in gastric cancer.	2007-02	17211707
Activities of cytosolic aldehyde dehydrogenase isozymes in colon cancer: determination using selective, fluorimetric assays.	2006-04-06	16583981
Fluorescent substrates for soluble epoxide hydrolase and application to inhibition studies.	2005-08-01	15963942
Development of optically pure pyrethroid-like fluorescent substrates for carboxylesterases.	2005-03	15777092
The activity of class I, II, III, and IV alcohol dehydrogenase isoenzymes and aldehyde dehydrogenase in colorectal cancer.	2004-06	15309886
Alcohol and aldehyde dehydrogenase activity in the stomach and small intestine of rats poisoned with methanol.	2001-05	11476158
Alcohol and aldehyde dehydrogenase activity measured with fluorogenic substrates in the liver of rats poisoned with methanol.	2001-04	11370738

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:15:36 GMT 2025` Edited by `admin` on `Mon Mar 31 18:15:36 GMT 2025`
Record UNII	9244L5L5ZY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MONAL-62

Preferred Name

English

6-METHOXY-2-NAPHTHALDEHYDE

Systematic Name

English

2-NAPHTHALENECARBOXALDEHYDE, 6-METHOXY-

Systematic Name

English

2-METHOXY-6-NAPHTHALENECARBOXALDEHYDE

Systematic Name

English

6-METHOXY-2-NAPHTHALENECARBOXALDEHYDE

Systematic Name

English

NABUMETONE IMPURITY, 6-METHOXY-2-NAPHTHALDEHYDE- [USP IMPURITY]

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

222-377-2