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

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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

  • 5-vinyluracil
  • (E)-5-CARBOXYVINYL URACIL
  • 5-Formyluracil

DownStream

  • Uracil
  • Brivudine
  • 5-[(E)-2-bromoethenyl]-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
  • FURO[2,3-D]PYRIMIDIN-2(3H)-ONE

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...


More Articles

Related Compounds

  • (e)-4,4,4-trifluoro-1-phenyl-but-2-en-1-one
  • 4,4,4-trifluoro-1-phenyl-3-(trifluoromethyl)but-2-en-1-one
  • (E)-1,1,1-Trifluoro-4-phenyl-but-2-ene-4-one
  • (E)-1,1,1-Trifluoro-4-phenyl-but-2-ene-4-one
  • (p-nitrobenzoyl)trifluoroacetonate
  • 4,4,4-trifluoro-2-methyl-1-phenyl-3-(trifluoromethyl)but-2-en-1-one
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 5-isopropoxy-1,2-dimethyl-1H-indole-3-carbaldehyde
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide