Menadiol

Names

[ CAS No. ]:
481-85-6

[ Name ]:
Menadiol

[Synonym ]:
Methylnaphthohydroquinone
2-methylnaphthalene-1,4-diol
Reduced vitamin K3
Menadiol
EINECS 207-573-8
2-methyl-1,4-naphthalenediol
Dihydrovitamin K3
2-Methyl-1,4-naphthalindiol
Vitamin K3H2
Reduced menadione
protrombrovit
2-Methyl-1,4-naphthohydroquinone
2-methyl-1,4-dihydroxynaphthalene

Biological Activity

[Description]:

Menadiol (Dihydrovitamin K3), a menaquinol analogue, is an electron donor for reversed oxidative phosphorylation in submitochondrial particles[1].

[Related Catalog]:

Research Areas >> Others

[References]

[1]. Zhao Z, et al. Effects of site-directed mutations on heme reduction in Escherichia coli nitrate reductase A by menaquinol: a stopped-flow study. Biochemistry. 2003;42(48):14225-14233.

[2]. Taggart WV, et al. Menadiol as an electron donor for reversed oxidative phosphorylation in submitochondrial particles. Biochim Biophys Acta. 1972;267(3):439-443.

Chemical & Physical Properties

[ Density]:
1.274g/cm3

[ Boiling Point ]:
391.6ºC at 760mmHg

[ Melting Point ]:
181℃

[ Molecular Formula ]:
C₁₁H₁₀O₂

[ Molecular Weight ]:
174.19600

[ Flash Point ]:
199.5ºC

[ Exact Mass ]:
174.06800

[ PSA ]:
40.46000

[ LogP ]:
2.55940

[ Vapour Pressure ]:
1.08E-06mmHg at 25°C

[ Index of Refraction ]:
1.697

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QJ5075000

CHEMICAL NAME :: 1,4-Naphthalenediol, 2-methyl-

CAS REGISTRY NUMBER :: 481-85-6

BEILSTEIN REFERENCE NO. :: 1638194

LAST UPDATED :: 199709

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H10-O2

MOLECULAR WEIGHT :: 174.21

WISWESSER LINE NOTATION :: L66J BQ C1 EQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 30 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 75,111,1942

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. (SPPIF, B.P.22, F-41353 Vineuil, France) V.1- 1849- Volume(issue)/page/year: 143,585,1949

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 80 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 71,210,1941

Safety Information

[ Hazard Codes ]:
C

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

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