4-methylcatechol

Names

[ CAS No. ]:
452-86-8

[ Name ]:
4-methylcatechol

[Synonym ]:
5-Methylcatechol
2-Hydroxy-4-methylphenol
4-Methylbenzol-1,2-diol
1,2-Benzenediol, 4-methyl-
Homocatechol
1-Methyl-3,4-dihydroxybenzene
4-methyl-Pyrocatechol
p-Methylcatechol
1,2-Dihydroxy-4-methylbenzene
4-Methylpyrocatechol
EINECS 207-214-5
4-methylbenzene-1,2-diol
4-methylcatechol
4-Methyl-1,2-benzenediol
4-methyl-1,2-dihydroxybenzene
MFCD00002205
3,4-dihydroxytoluene

Biological Activity

[Description]:

4-Methylcatechol, a metabolite of p-toluate, is a substrate as well as a suicide inhibitor of Catechol 2,3-Dioxygenase.

[Related Catalog]:

Natural Products >> Others

Research Areas >> Others

[Target]

Human Endogenous Metabolite

Catechol 2,3-Dioxygenase

[References]

[1]. Okuta A, et al. Construction of chimeric catechol 2,3-dioxygenase exhibiting improved activity against the suicide inhibitor 4-methylcatechol. Appl Environ Microbiol. 2004 Mar;70(3):1804-10.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
247.7±20.0 °C at 760 mmHg

[ Melting Point ]:
67-69 °C(lit.)

[ Molecular Formula ]:
C₇H₈O₂

[ Molecular Weight ]:
124.137

[ Flash Point ]:
121.1±16.4 °C

[ Exact Mass ]:
124.052429

[ PSA ]:
40.46000

[ LogP ]:
1.34

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.595

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UX1915000

CHEMICAL NAME :: Pyrocatechol, 4-methyl-

CAS REGISTRY NUMBER :: 452-86-8

BEILSTEIN REFERENCE NO. :: 0636512

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C7-H8-O2

MOLECULAR WEIGHT :: 124.15

WISWESSER LINE NOTATION :: QR BQ D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 900 mg/kg/51W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 10 mg/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
2811

[ WGK Germany ]:
3

[ RTECS ]:
UX1915000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2907299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2907299090

[ Summary ]:
2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0%

Articles

Cellular apoptosis and cytotoxicity of phenolic compounds: a quantitative structure-activity relationship study.

J. Med. Chem. 48 , 7234-42, (2005)

In this comprehensive study on the caspase-mediated apoptosis-inducing effect of 51 substituted phenols in a murine leukemia cell line (L1210), we determined the concentrations needed to induce caspas...

Verifying the botanical authenticity of commercial tannins through sugars and simple phenols profiles.

Food Chem. 206 , 274-83, (2016)

Commercial tannins from several botanical sources and with different chemical and technological characteristics are used in the food and winemaking industries. Different ways to check their botanical ...

Quantitative analysis of catechol and 4-methylcatechol in human urine.

Food Chem. Toxicol. 20(5) , 587-90, (1982)

A method was developed for the quantitative analysis of catechol and 4-methylcatechol in human urine. [U-14C]Catechol was used as in internal standard. Urine was treated with beta-glucuronidase and su...