5-Bromouridine

Basic Information

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CAS Number

957-75-5

Molecular Formula

C9H11BrN2O6

Molecular Weight

323.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Physical State

Solid

Melting Point

180-182 °C (dec.)

Boiling Point

°Cat760mmHg

Density

1.9322 (rough estimate)

Water Solubility

Insoluble in water.

Refractive Index

1.6520 (estimate)

Specific Rotation

-11 º (c=2 in H2O)

SMILES

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C1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)O)Br

InChI

InChI=1S/C9H11BrN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

InChIKey

AGFIRQJZCNVMCW-UAKXSSHOSA-N

LogP

-2.0894000000000004

Topological Polar Surface Area

124.77999999999997 Å²

Hydrogen Bond Donor/Acceptor

4 / 8

Complexity

414

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H320 Causes eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
5-Bromouridine
5-BrU
5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
5-Bromo-uridine
5-Bromo-D-uridine
5-bromo-UMP
5-bromo-uridin
5'-BROMOURIDINE
5-BROMO-URIDINE(5-BRU)
5-Br-rU
bromouridine
5-Bromouracil-1-beta-D-ribofuranoside
5-Bromouridine (ACI)
(-)-5-Bromouridine
4-Amino-5-bromo-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
NSC 38296
AKOS015834419
5-BROMO-URIDINE
5-Bromouridine, 98%
cyclohexen-1-yl-(4-phenylphenyl)methanone
5-Bromo-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-pyrimidine-2,4-dione
EINECS 213-486-6
1-D-ribofuranosyl-5-bromouracil-nucleoside
NCGC00142488-01
957-75-5
MFCD00006528
5-bromo-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
1-beta-Ribofuranosyl-5-bromo-uracil
BP-58645
HG1067

MDL Number

MFCD00006528

FAQ

What are the physical and chemical properties of 5-Bromouridine (CAS: 957-75-5)?

5-Bromouridine (CAS: 957-75-5) is a crystalline solid with a molecular weight of approximately 243.03 g/mol. It has a solubility of about 0.5 mg/mL in water and is relatively stable under neutral conditions. Chemically, it reacts with nucleophilic reagents to form new bonds. It is commonly used in biochemical research and drug development.

How is 5-Bromouridine (CAS: 957-75-5) typically synthesized?

5-Bromouridine is typically synthesized by bromination of uridine. The reaction is carried out using bromine in the presence of a suitable solvent under anhydrous conditions. The yield can be as high as 80% with high selectivity for the bromination site.

What industries use 5-Bromouridine (CAS: 957-75-5)?

5-Bromouridine (CAS: 957-75-5) is utilized in various industries, including pharmaceuticals for drug development, polymers for material science, and sensors for bioanalysis. It is also used in semiconductors for certain applications requiring precise molecular modification.

What precautions should be taken when handling 5-Bromouridine (CAS: 957-75-5)?

When handling 5-Bromouridine (CAS: 957-75-5), it is essential to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Store it in a cool, dry place away from direct sunlight. If a spill occurs, it should be handled in a fume hood using proper clean-up techniques. Always refer to the safety data sheet (SDS) for detailed safety information.