16491
Methyl bromopyruvate
technical
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About This Item
Fórmula lineal:
BrCH2COCOOCH3
Número de CAS:
Peso molecular:
180.98
Beilstein/REAXYS Number:
1754888
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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grade
technical
assay
≥95.0% (T)
form
liquid
density
1.70 g/mL at 20 °C (lit.)
functional group
bromo
storage temp.
2-8°C
SMILES string
COC(=O)C(=O)CBr
InChI
1S/C4H5BrO3/c1-8-4(7)3(6)2-5/h2H2,1H3
InChI key
MQONVZMIFQQQHA-UHFFFAOYSA-N
General description
Methyl bromopyruvate is an inhibitor of carbonic anhydrase.
Application
Methyl bromopyruvate was used in the synthesis of 2-(4-amino-4-carboxybutyl)thiazole-4-carboxylic acid and methyl-1-(bromomethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylate.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
257.0 °F - closed cup
flash_point_c
125 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Anne Katrine Kehler et al.
Investigative ophthalmology & visual science, 48(10), 4688-4693 (2007-09-28)
Inhibition of carbonic anhydrase in the eye is an important treatment modality for reducing the intraocular pressure in glaucoma. However, evidence suggests that carbonic anhydrase inhibition also exerts a relaxing effect on the vessels in the optic nerve, and it
Pinhong Chen et al.
The Journal of organic chemistry, 74(19), 7533-7535 (2009-09-26)
With chemoselective Dieckmann condensation as the key step, the protective-group-free total synthesis of (+/-)-subincanadine F was accomplished in 7 steps from the commercially available tryptamine in 33% overall yield.
Further degradation products of cephalosporin C. Isolation and synthesis of 2-(4-amino-4-carboxybutyl)thiazole-4-carboxylic acid.
J D JEFFERY et al.
The Biochemical journal, 75, 216-223 (1960-05-01)
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