CAS 69304-49-0

5-(trans-2-bromovinyl)uracil

Description:

5-(trans-2-bromovinyl)uracil is a synthetic organic compound that belongs to the class of halogenated pyrimidines. It is characterized by the presence of a bromovinyl group attached to the uracil structure, which is a nitrogenous base commonly found in RNA. The compound exhibits notable antiviral properties, particularly against certain viruses, making it of interest in medicinal chemistry. Its mechanism of action typically involves interference with viral replication processes. The presence of the bromine atom enhances its reactivity and can influence its biological activity. In terms of physical properties, it is generally a solid at room temperature and may exhibit solubility in polar solvents. The compound's structure allows for potential modifications that can lead to derivatives with varied pharmacological profiles. As with many halogenated compounds, safety precautions should be taken when handling it due to potential toxicity. Overall, 5-(trans-2-bromovinyl)uracil serves as a valuable compound in the study of antiviral agents and nucleic acid analogs.

Formula: C₆H₅BrN₂O₂

InChI: InChI=1/C6H5BrN2O2/c7-2-1-4-3-8-6(11)9-5(4)10/h1-3H,(H2,8,9,10,11)/b2-1+

InChI key: InChIKey=BLXGZIDBSXVMLU-OWOJBTEDSA-N

SMILES: C(=C/Br)\C=1C(=O)NC(=O)NC1

Synonyms:

• (E)-5-(2-Bromovinyl)uracil
• 2,4(1H,3H)-Pyrimidinedione, 5-(2-bromoethenyl)-, (E)-
• 2,4(1H,3H)-Pyrimidinedione, 5-[(1E)-2-bromoethenyl]-
• 5-[(1E)-2-Bromoethenyl]-2,4(1H,3H)-pyrimidinedione
• 5-[(E)-2-bromoethenyl]pyrimidine-2,4(1H,3H)-dione
• 5-[(E)-2-Bromovinyl]uracil
• Brn 0744244
• 5-(2-bromovinyl)uracil
• Brivudine Impurity 1 ((E)-5-(2-Bromovinyl)uracil)
• Brivudine Impurity ((E)-5-(2-Bromovinyl)uracil )
• BrivudineImpurity1-5-uracil)
• Brivudine Impurity 4
• bvuracil
• 5-(2-bromoethenyl)-4(1(e)-3h)-pyrimidinedione
• bromovinyluracil
• 5-(TRANS-2-BROMOVINYL)URACIL
• 5-[(E)-2-Bromoethenyl]uracil
• (e)-5-(2-bromoethenyl)-2,4(1h,3h)-pyrimidinedione
• Brivudine Impurity F
• Ccris 5284

(E)-5-(2-Bromovinyl)pyrimidine-2,4(1H,3H)-dione

CAS: 69304-49-0

Formula: C₆H₅BrN₂O₂

Color and Shape: Solid

Molecular weight: 217.0201

Ref: IN-DA003C0T

Brivudine Impurity 1 ((E)-5-(2-Bromovinyl)uracil)

CAS: 69304-49-0

Formula: C₆H₅BrN₂O₂

Color and Shape: Pale Yellow Solid

Molecular weight: 217.02

Ref: 4Z-B-087004

(E)-5-(2-Bromovinyl)uracil

CAS: 69304-49-0

BVU, a pyrimidine and inactive sorivudine metabolite, inactivates DPD, boosts 5-fluorouracil efficacy in leukemia, and may convert back to BVDU in vivo.

Formula: C₆H₅BrN₂O₂

Color and Shape: Solid

Molecular weight: 217.02

Ref: TM-T35439

(E)-5-(2-Bromovinyl)uracil

Controlled Product

CAS: 69304-49-0

Applications (E)-5-(2-Bromovinyl)uracil (cas# 69304-49-0) is a compound useful in organic synthesis.

Formula: C₆H₅BrN₂O₂

Color and Shape: Neat

Molecular weight: 217.02

Ref: TR-B689125

(E)-5-(2-Bromovinyl)uracil

CAS: 69304-49-0

(E)-5-(2-Bromovinyl)uracil is a drug that has been shown to be effective against leukemic cells. It is a prodrug of 5-bromouracil, which is an antimetabolite and cytotoxic agent. (E)-5-(2-Bromovinyl)uracil has also been shown to be active against solid tumours, such as metastatic colorectal cancer, and bacteria. The mechanism of action involves the irreversible inhibition of the enzyme thymidylate synthase, which catalyzes the conversion of deoxyuridine monophosphate (dUMP) to thymidine monophosphate (dTMP). The drug binds to the dinucleotide phosphate pocket in the enzyme's active site and blocks access by dUMP. This leads to DNA synthesis errors, causing cell death. As a prodrug, it has low toxicity profiles and does not cause bone marrow suppression like

Formula: C₆H₅BrN₂O₂

Purity: (¹H-Nmr) Min. 95 Area-%

Color and Shape: Off-white to pale orange solid.

Molecular weight: 217.02 g/mol

Ref: 3D-FB04394

Brivudine Impurity 1

CAS: 69304-49-0

Formula: C₆H₅BrN₂O₂

Molecular weight: 217.02

Ref: ST-EA-CP-B132002