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C117307

Sigma-Aldrich

Bromocyclopropane

99%

Synonym(s):

Cyclopropyl bromide

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About This Item

Empirical Formula (Hill Notation):
C3H5Br
CAS Number:
4333-56-6
Molecular Weight:
120.98
Beilstein:
1900287
EC Number:
224-375-7
MDL number:
MFCD00001271
UNSPSC Code:
12352100
PubChem Substance ID:
24892372
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

69 °C (lit.)

density

1.51 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrC1CC1

InChI

1S/C3H5Br/c4-3-1-2-3/h3H,1-2H2

InChI key

LKXYJYDRLBPHRS-UHFFFAOYSA-N

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General description

Bromocyclopropane acts as a key intermediate in organic synthesis and a building block for constructing diverse chemical structures in drug development.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

21.2 °F - closed cup

Flash Point(C)

-6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Mechanism-Driven Elaboration of an Enantioselective Bromocyclopropanation Reaction of Allylic Alcohols
S Taillemaud, et al.
Angewandte Chemie (International Edition in English), 127, 14314-14318 (2015)
Carmen Abate et al.
ChemMedChem, 7(10), 1847-1857 (2012-08-15)
σ(2) Receptor research is receiving increasing interest with regard to the potential of σ(2) proteins as targets for tumor therapy and diagnosis. Nevertheless, knowledge about the σ(2) receptor is far from conclusive. The paucity and modest affinity of known σ(2)
Mauro Niso et al.
ChemMedChem, 8(12), 2026-2035 (2013-10-10)
With the aim of contributing to the development of novel antitumor agents, high-affinity σ2 receptor agonists were developed, with 6,7-dimethoxy-2-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]butyl]-1,2,3,4-tetrahydroisoquinoline (15) and 9-[4-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl)butyl]-9H-carbazole (25) showing exceptional selectivity for the σ2 subtype. Most of the compounds displayed notable antiproliferative activity in
Carmen Abate et al.
ChemMedChem, 5(2), 268-273 (2010-01-16)
Sigma-2 (sigma(2)) binding sites are an emerging target for anti-neoplastic agents due to the strong apoptotic effect exhibited by sigma(2) agonists in vitro and the overexpression of these sites in tumor cells. Nonetheless, no sigma(2) receptor protein has been identified.
Mauro Niso et al.
Chembiochem : a European journal of chemical biology, 16(7), 1078-1083 (2015-03-11)
Although sigma-2 (σ2 ) receptors are still enigmatic proteins, they are promising targets for tumor treatment and diagnosis. With the aim of clarifying their role in oncology, we developed a σ2 -selective fluorescent tracer (compound 5) as a specific tool
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