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Merck
CN

A4687

Amiprilose hydrochloride

Synonym(s):

1,2-O-Isopropylidene-3-O-[3′-(N,N-dimethylamino)propyl]-α-D-glucofuranose hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H27NO6 · HCl
CAS Number:
Molecular Weight:
341.83
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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storage temp.

2-8°C

SMILES string

Cl[H].[H][C@@]1(O[C@@H]2OC(C)(C)O[C@@H]2[C@H]1OCCCN(C)C)[C@H](O)CO

Biochem/physiol Actions

A synthetic carbohydrate shown to be a immunomodulator and anti-viral agent. Used as therapeutic agent in inflammatory arthritis. Regulatory effects on cytokines have been demonstrated in vitro. In vivo treatment of mice results in modulation of eicosanoid synthesis in part through the regulation of PLA2 activity.


pictograms

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Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

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C E Brinckerhoff
Agents and actions, 30(3-4), 322-328 (1990-06-01)
Amiprilose hydrochloride, a modified hexose sugar effectively decreases proliferation of human skin and synovial fibroblasts and of rabbit synovial fibroblasts. It also decreases production of the inflammatory mediator prostaglandin E2 (PGE2) by these cells. Cell proliferation, measured by incorporation of
D M Chang
Immunopharmacology and immunotoxicology, 17(3), 437-450 (1995-08-01)
Investigative attempts to identify novel therapy for inflammatory connective tissue diseases continue to evolve. Amiprilose hydrochloride (amiprilose HCl) is a synthetic carbohydrate shown to have anti-inflammatory effects in animal models of inflammatory arthritis and in a multicenter clinical trial. Interleukin-1
E R Garrett et al.
Journal of pharmaceutical sciences, 72(9), 1045-1057 (1983-09-01)
The pharmacokinetics of 1,2-O-isopropylidene-3-O-3'-(N',N'-dimethylamino-n-propyl)-D-glucofuranose hydrochloride (1) was studied in dogs at intravenous and oral doses of 1-50 mg/kg. There was no significant difference between the electron-capture GLC of the heptafluorobutyric derivative of I and the radiochemical assay of chloroform extracts