2-Methylquinazolin-4-ol

Names

[ Name ]:
2-Methylquinazolin-4-ol

[Synonym ]:
EINECS 217-189-2
MFCD00006887
2-methyl-4(3h)-quinazolinone

Biological Activity

[Description]:

2-Methylquinazolin-4-ol is a potent competitive poly(ADP-ribose) synthetase inhibitor, with a Ki of 1.1 μM. 2-Methylquinazolin-4-ol mammalian aspartate transcarbamylase (ATCase) inhibitor, with 0.20 mM[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> PARP

Research Areas >> Others

Signaling Pathways >> Cell Cycle/DNA Damage >> PARP

[In Vitro]

2-Methylquinazolin-4-ol inhibits ATCase in a concentration-dependent manner[1].

[In Vivo]

2-Methylquinazolin-4-ol (0.2-1 mg; i.g.; for two days) inhibits ATCase in a dosedependent manner in vivo[2]. Animal Model: Mice[2] Dosage: 0.2 mg, 0.4 mg, 0.6 mg, 0.8 mg, 1 mg Administration: Oral gavage, for two days Result: Showed an inhibitory effect upon ATCase.

[References]

[1]. S Yoshida, et al. Production of 2-methyl-4[3H]-quinazolinone, an inhibitor of poly(ADP-ribose) synthetase, by bacterium. J Antibiot (Tokyo). 1991 Jan;44(1):111-2.

[2]. Mahmoud Balbaa, et al. Inhibition of mammalian aspartate transcarbamylase by quinazolinone derivatives. J Enzyme Inhib Med Chem. 2008 Aug;23(4):483-92.

Chemical & Physical Properties

[ Density]:
1.26 g/cm3

[ Boiling Point ]:
305.4ºC at 760 mmHg

[ Melting Point ]:
231-233ºC(lit.)

[ Molecular Formula ]:
C₉H₈N₂O

[ Molecular Weight ]:
160.17300

[ Flash Point ]:
138.5ºC

[ Exact Mass ]:
160.06400

[ PSA ]:
45.75000

[ LogP ]:
1.23150

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VA3677000

CHEMICAL NAME :: 4(3H)-Quinazolinone, 2-methyl-

CAS REGISTRY NUMBER :: 1769-24-0

LAST UPDATED :: 199609

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C9-H8-N2-O

MOLECULAR WEIGHT :: 160.19

WISWESSER LINE NOTATION :: T66 BVM ENJ D1

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 :: 859 mg/kg

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

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,1204,1962

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 592 mg/kg

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

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,1204,1962

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

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Autonomic Nervous System - smooth muscle relaxant (mechanism undefined, spasmolytic) Behavioral - tremor Behavioral - muscle weakness

REFERENCE :: PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 7,626,1973

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26;S37/S39

[ WGK Germany ]:
3

[ RTECS ]:
VA3677000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%