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ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER

Basic information Uses Safety Supplier Related

ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER Basic information

Product Name:
ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER
Synonyms:
  • Methyl acetobromo-α-D-glucuronate, Bromo-2,3,4-tri-O-acetyl-α-D-glucopyranuronic acid methyl ester, (2,3,4-Tri-O-acetyl-α-D-glucopyranosyl bromide)uronic acid methyl ester
  • 1-Bromo-1-deoxy-2-O,3-O,4-O-triacetyl-α-D-glucopyranuronic acid methyl ester
  • 2,3,4-Trideoxy-2,3,4-triacetoxy-1-bromo-1-deoxy-α-D-glucopyranuronic acid methyl ester
  • 2-O,3-O,4-O-Triacetyl-1-bromo-1-deoxy-α-D-glucopyranuronic acid methyl ester
  • 2-O,3-O,4-O-Triacetyl-6-O-methyl-6-C-oxo-1-bromo-1-deoxy-α-D-glucopyranose
  • 2-O,3-O,4-O-Triacetyl-6-O-methyl-6-oxo-α-D-glucopyranosyl bromide
  • 6-O-Methyl-2-O,3-O,4-O-triacetyl-α-D-glucopyranuronosyl bromide
  • Einecs 244-203-4
CAS:
21085-72-3
MF:
C13H17BrO9
MW:
397.17
EINECS:
244-203-4
Product Categories:
  • carbohydrate
  • 13C & 2H Sugars
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
21085-72-3.mol
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ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER Chemical Properties

Melting point:
80-110 °C(lit.)
Boiling point:
388.6±42.0 °C(Predicted)
Density 
1.52
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Acetonitrile (Slightly), Chloroform (Slightly, Heated, Sonicated), Dichlorometha
form 
Crystalline Powder or Solid
color 
White to gray
BRN 
96281
Stability:
Moisture and Temperature Sensitive
InChIKey
BCDVKFMSIQGEHB-CIQUZCHMSA-N
CAS DataBase Reference
21085-72-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
3-8-10-21
Hazard Note 
Irritant/Store Cold under -20oC
HS Code 
29189900

MSDS

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ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER Usage And Synthesis

Uses

Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of HMR1098-S-glucuronide methyl ester, a new K-ATP-blocking agent being developed as a drug for prevention of sudden cardiac death.
Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of water-soluble glucuronide derivatives of Camptothecin, which is used for cancer prodrug monotherapy and antibody-directed enzyme prodrug therapy (ADEPT).
Acetobromo-α-D-glucuronic acid methyl ester is used for the synthesis of glucuronide prodrug compounds of Janus kinase (JAK) inhibitor tofacitinib, which could be cleaved by β-glucuronidase enzymes such as those produced by the microbiome in the gastrointestinal tract, thereby increasing levels of tofacitinib at the site of gastrointestinal inflammation and limiting the systemic exposure of tofacitinib when treating localized inflammatory diseases.

Chemical Properties

White Crystalline Solid

Uses

Antitumor agent

ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTERSupplier

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