CAS 3034-53-5|thiazole, 2-bromo-|2-Bromothiazole|2-bromo-1,3-thiazole|2-Bromo-1,3-thiazole|2-Bromo-1,3-thiazole|2-溴噻唑|2-Bromothiazole|NSC 91532

General Information

Structure

Molecular Formula

C₃H₂BrNS

Molecular Mass

164.02368

Exact Mass

162.90913207

Charge

InChI

InChI=1S/C3H2BrNS/c4-3-5-1-2-6-3/h1-2H

InChIKey

RXNZFHIEDZEUQM-UHFFFAOYSA-N

Canonic Smiles

Brc1nccs1

Isomeric Smiles

c1(sccn1)Br

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.6960974

LogD (pH = 7.4)

1.6961056

Log P

1.6961057

Molar Refractivity

28.8912

Polarizability

11.275743

Polar Surface Area

12.89

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC name

2-bromo-1,3-thiazole

Synonyms

2-Bromothiazole2-Bromo-1,3-thiazole2-Bromo-1,3-thiazole2-溴噻唑2-BromothiazoleNSC 91532

IUPAC Traditional name

thiazole, 2-bromo-

Names and Identifiers

Registration numbers

CAS Number

MDL Number

EC Number

PubChem SID

Beilstein Number

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

05224233

MP Biomedicals Rare Chemical collection

Sigma Aldrich

160474

Application
Aryl halide used to N-arylate 5- and 7-azaindoles.1 Copper-catalyzed cyanation provides 2-cyanothiazole.2
Packaging
5, 25 g in glass bottle

TRC

B688160

2-Bromothiazole is a heterocyclic S compound to induce base-pair substitution and having mutagenic activity.

Molecule Details

References

PubChem Literature

From Data Sources

• Voogd, C.E., et al.: Mutation Research, Genetic Toxicology Testing, 118, 153 (1983)

• 2-Lithiothiazole can be obtained by direct lithiation of thiazole or, more conveniently, by exchange with 2-bromothiazole using n-BuLi: J. Org. Chem., 53, 1748 (1988). It behaves as a valuable formyl anion equivalent, and as such has been applied, mainly by Dondoni's group, in the syntheses of a variety of products; see, e.g.: Tetrahedron Lett., 34, 7319, 7323, 7327 (1993). See also 2-(Trimethylsilyl)thiazole, B21903. Reaction of 2-lithiothiazole with nitrones gives ɑ-aminoaldehydes: Tetrahedron Lett., 33, 4221 (1992); stereocontrolled addition to C-galacto-pyranosylnitrone has been used in syntheses of destomic acid, a component of the antibiotics destomycin and hygromycin, and of lincosamine, the sugar component of the anticancer antibiotic lincomycin: Synlett, 78 (1993). For applications of 2-lithiothiazole in the synthesis of the aza-sugar (+)-galactostsin, see: J. Org. Chem., 60, 4749 (1995). The Thiazole Aldehyde Synthesis has been reviewed by Dondoni: Synthesis, 1681 (1998).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC name

2-bromo-1,3-thiazole

Synonyms

2-Bromothiazole2-Bromo-1,3-thiazole2-Bromo-1,3-thiazole2-溴噻唑2-BromothiazoleNSC 91532

IUPAC Traditional name

thiazole, 2-bromo-

Registration numbers

CAS Number

MDL Number

EC Number

PubChem SID

Beilstein Number

PubChem CID

Molecule Details

MP Biomedicals Rare Chemical collection

Sigma Aldrich

160474

Application
Aryl halide used to N-arylate 5- and 7-azaindoles.1 Copper-catalyzed cyanation provides 2-cyanothiazole.2
Packaging
5, 25 g in glass bottle

TRC

B688160

2-Bromothiazole is a heterocyclic S compound to induce base-pair substitution and having mutagenic activity.

References

PubChem Literature

From Data Sources

• Voogd, C.E., et al.: Mutation Research, Genetic Toxicology Testing, 118, 153 (1983)

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:21406