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Merck
CN

17970

Sigma-Aldrich

2,4′-Dibromoacetophenone

puriss., ≥98.5% (HPLC)

Synonym(s):

4′-Bromophenacyl bromide

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About This Item

Linear Formula:
BrC6H4COCH2Br
CAS Number:
99-73-0
Molecular Weight:
277.94
Beilstein:
607604
EC Number:
202-783-6
MDL number:
MFCD00000200
UNSPSC Code:
12352100
PubChem Substance ID:
329751593

Key Documents

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grade

puriss.

Assay

≥98.5% (HPLC)

form

solid

mp

108-110 °C (lit.)
108-112 °C

SMILES string

BrCC(=O)c1ccc(Br)cc1

InChI

1S/C8H6Br2O/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2

InChI key

FKJSFKCZZIXQIP-UHFFFAOYSA-N

Gene Information

human ... PLA2G2A(5320)
rat ... Pla2g2a(29692)

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General description

The effect of 2,4′-dibromoacetophenone on rat seminiferous tubules in vitro was studied.

Other Notes

Modifies histidine residues in proteins

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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J Fohlman et al.
European journal of biochemistry, 94(2), 531-540 (1979-03-01)
Treatment of taipoxin with p-bromophenacyl bromide resulted in modification of single histidine residues in the alpha and beta subunits. The modification decreased the neurotoxicity (lethality) 350-fold, but the inhibitory action on high-affinity choline transport was reduced only threefold. The phospholipase
Taomin Huang et al.
Journal of pharmaceutical and biomedical analysis, 41(2), 644-648 (2006-01-18)
A simple, rapid and sensitive high-performance liquid chromatographic method for the simultaneous determination of captopril and hydrochlorothiazide in human plasma samples was developed. Captopril was derivatized with 2,4'-dibromoacetophenone (pBPB) to form a captopril-pBPB adduct. From acidified serum plasma samples, the
Zhuo-Jia Chen et al.
Seizure, 21(2), 110-117 (2011-11-08)
Valproic acid (VPA) is a well-established anticonvulsant drug that has been increasingly used in the treatment of many forms of generalized epilepsy. Although there are many reports of adverse effects of VPA, studies focusing on the concentration-response relationships of VPA
H M Verheij et al.
Biochemistry, 19(4), 743-750 (1980-02-19)
It is known that His-48 is part of the active center in pancreatic phospholipase. To further elucidate the role of histidine-48 in the active center of pancreatic phospholipase A2, we have modified the enzyme with a number of bromo ketones
C H Farr et al.
Journal of reproduction and fertility, 58(1), 37-42 (1980-01-01)
The effects of prostaglandin (PG) F-2 alpha and E-2, cyclic GMP, testosterone and 2,4'-dibromoacetophenone (DBA) on rat seminiferous tubules in vitro were ascertained by measuring contractile frequency, size of contractions and tone (tubular diameter). PGF-2 alpha (10(-9)--10(-5) M) increased frequency
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