Benzoyleneurea

Names

[ CAS No. ]:
86-96-4

[ Name ]:
Benzoyleneurea

[Synonym ]:
1H,3H-quinazoline-2,4-dione
2-keto-4-quinazolinone
1H-quinazoline-2,4-dione
quinazolinedione
Quinazoline-2,4-dione
benzouracil
4-Dihydroxy quinazoline
2,4-dioxo-1,2,3,4-tetrahydroquinazoline
quinazolin-2,4(1H,3H)-dione
2,4-quinazolinediol
Quinazolin-2,4-dione
2,4(1H,3H)-Quinazolinedione
Chinazolin-2,4(1H,3H)-dion
ghko
2,4-quinazolinedione
2,4(1H,3H)-Quinaozinedione
EINECS 201-712-6
2,4-DIHYDROXYQUINAZOLINE
benzoylene urea
quinazoline-2,4-diol
MFCD00006699
quinazoline-2,4(1H,3H)-dione

Biological Activity

[Description]:

Benzoyleneurea possesses anti-bacterial activity. Benzoyleneurea scaffold can be used in the synthesis of novel protein geranylgeranyltransferase-I (PGGTase-I) inhibitors[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Carrico D, et al. Design, synthesis, and evaluation of potent and selective benzoyleneurea-based inhibitors of protein geranylgeranyltransferase-I. Bioorg Med Chem. 2005 Feb 1;13(3):677-88.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
491.9ºC at 760 mmHg

[ Melting Point ]:
300 °C(lit.)

[ Molecular Formula ]:
C₈H₆N₂O₂

[ Molecular Weight ]:
162.145

[ Exact Mass ]:
162.042923

[ PSA ]:
65.72000

[ LogP ]:
0.55

[ Index of Refraction ]:
1.587

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VA1390000

CHEMICAL NAME :: 2,4(1H,3H)-Quinazolinedione

CAS REGISTRY NUMBER :: 86-96-4

LAST UPDATED :: 199112

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C8-H6-N2-O2

MOLECULAR WEIGHT :: 162.16

WISWESSER LINE NOTATION :: T66 BMVMVJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1200 mg/kg

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

REFERENCE :: CHTPBA Chimica Therapeutica. (Paris, France) V.1-8, 1965-73. For publisher information, see EJMCA5. Volume(issue)/page/year: 3,100,1968

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >3 gm/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 :: 1447 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 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 17400 mg/kg

SEX/DURATION :: male 8 day(s) pre-mating female 21 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: MPHEAE Medicina et Pharmacologia Experimentalis. (Basel, Switzerland) V.12-17, 1965-67. For publisher information, see PHMGBN. Volume(issue)/page/year: 15,7,1966

Safety Information

[ Safety Phrases ]:
S24/25-S22

[ WGK Germany ]:
2

[ RTECS ]:
VA1390000

[ 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%