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| ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER Basic information | | Uses |
| 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 |
| 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 22-24/25 | | WGK Germany | 3 | | F | 3-8-10-21 | | Hazard Note | Irritant/Store Cold under -20oC | | HS Code | 29189900 |
| 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 ESTER Preparation Products And Raw materials |
| Raw materials | L-Idofuranuronic acid, γ-lactone-->-D-glucuronic Acid Methyl Ester 2,3,4-Triacetate-->.beta.-D-Glucopyranuronic acid, 5-C-bromo-, methyl ester, tetraacetate-->Glucopyranuronic acid, methyl ester, α-D- (8CI)-->1,2,3,4-Tetra-O-acetyl-a-D-glucuronidemethylester-->D-glucuronide methyl ester-->1-BROMO-N N,2-TRIMETHYLPROPENYLAMINE-->METHYL 1,2,3,4-TETRA-O-ACETYL-BETA-D-GLUCURONATE-->D-Glucurone | | Preparation Products | P-TOLYL-BETA-D-GLUCURONIDE |
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