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A4687

Sigma-Aldrich

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:
56824-20-5
Molecular Weight:
341.83
MDL number:
MFCD00133070
UNSPSC Code:
12352200
PubChem Substance ID:
24278217

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
052H4053

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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
C J Morrison et al.
Antimicrobial agents and chemotherapy, 26(1), 74-77 (1984-07-01)
The effect of SM-1213 [1,2-O-isopropylidene-3-O-3'-(N', N'-dimethylamino-n-propyl)-D-glucofuranose] on the candidastatic and candidacidal capacity of guinea pig peritoneal exudate cells was investigated. Phagocytes treated with SM-1213 demonstrated an enhanced ability to inhibit intracellular hyphal formation and elongation of Candida albicans cells as
W C Grinstead et al.
Coronary artery disease, 4(3), 277-281 (1993-03-01)
Amiprilose hydrochloride is a synthetic carbohydrate with anti-inflammatory and antiproliferative properties. This study tested the potential benefit of amiprilose in preventing coronary artery restenosis in a swine model. The swine restenosis model was prepared using Hanford miniature swine made atherosclerotic
J M Goldsmith et al.
Journal of immunopharmacology, 8(1), 1-14 (1986-01-01)
Patients with the acquired immunodeficiency syndrome (AIDS) are susceptible to a variety of opportunistic pathogens which require intact cellular immunity for control and eradication. We evaluated interleukin 1 and 2 production in 12 homosexual men without AIDS but with evidence
W G Riskin et al.
Annals of internal medicine, 111(6), 455-465 (1989-09-15)
To assess the safety and efficacy of amiprilose hydrochloride (HCl), a novel synthetic carbohydrate with anti-inflammatory and immunomodulatory properties, in patients with rheumatoid arthritis. Prospective, multicenter, randomized, parallel group, double-blind placebo-controlled 12-week trial. Two hundred and one functional class I
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