(E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE

Names

[ CAS No. ]:
69304-49-0

[ Name ]:
(E)-4,4,4-TRIFLUORO-1-PHENYL-BUT-2-EN-1-ONE

[Synonym ]:
BV uracil
5-bromovinyluracil
Bromovinyluracil
MFCD00132885

Chemical & Physical Properties

[ Density]:
1.881g/cm3

[ Melting Point ]:
189-194ºC (dec.)(lit.)

[ Molecular Formula ]:
C₆H₅BrN₂O₂

[ Molecular Weight ]:
217.02000

[ Exact Mass ]:
215.95300

[ PSA ]:
65.72000

[ LogP ]:
0.42880

[ Index of Refraction ]:
1.685

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UV9020500

CHEMICAL NAME :: 2,4(1H,3H)-Pyrimidinedione, 5-(2-bromoethenyl)-, (E)-

CAS REGISTRY NUMBER :: 69304-49-0

BEILSTEIN REFERENCE NO. :: 0744244

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C6-H5-Br-N2-O2

MOLECULAR WEIGHT :: 217.04

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - effect, not otherwise specified

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 200 mg/L

REFERENCE :: LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 38,281,1986

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UV9020500

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Biochemical modulation of the catabolism and tissue uptake of the anticancer drug 5-fluorouracil by 5-bromovinyluracil: assessment with metabolic (19)F MR imaging.

Magn. Reson. Med. 42(5) , 936-43, (1999)

Using chemical shift-selective (19)F magnetic resonance (MR) imaging, we investigated the biomodulating action of 5-bromovinyluracil (BVU) on the degradation of the anticancer drug 5-fluorouracil (5-F...

Deoxyribosyl exchange reactions leading to the in vivo generation and regeneration of the antiviral agents (E)-5-(2-bromovinyl)-2'-deoxyuridine, 5-ethyl-2'-deoxyuridine and 5-(2-chloroethyl)-2'-deoxyuridine.

Biochem. Pharmacol. 35(10) , 1647-53, (1986)

In the rat, the highly potent anti-herpes drug (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVdUrd) is rapidly converted to its base (E)-5-(2-bromovinyl)uracil (BVUra) through the action of pyrimidine nucleo...

Synthesis and antiviral activity of (E)-5-(2-bromovinyl)uracil and (E)-5-(2-bromovinyl)uridine.

J. Med. Chem. 29 , 213, (1986)

(E)-5-(2-Bromovinyl)uracil (BVU) and (E)-5-(2-bromovinyl)uridine (BVRU) were synthesized starting from 5-formyluracil via (E)-5-(2-carboxyvinyl)uracil or starting from 5-iodouridine via (E)-5-(2-carbo...