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Acarbose

Acarbose Structure
CAS No.
56180-94-0
Chemical Name:
Acarbose
Synonyms
Precose;Acarbos;Glucobay;Acarbose Hydrate;AMylostatin J, Bay g 5421, alpha-GHI;Precos;ACARBOSE;Prandase;bay-g5421;Ascarbose
CBNumber:
CB2253114
Molecular Formula:
C25H43NO18
Molecular Weight:
645.61
MOL File:
56180-94-0.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:03

Acarbose Properties

Melting point 165-170°C
alpha D18 +165° (c = 0.4 in water)
Boiling point 675.05°C (rough estimate)
Density 1.4278 (rough estimate)
refractive index 1.6000 (estimate)
storage temp. 2-8°C
solubility Very soluble in water, soluble in methanol, practically insoluble in methylene chloride.
form Solid
pka 12.39±0.20(Predicted)
color White to Off-White
Water Solubility Soluble in water.
Merck 14,18
Stability Hygroscopic
InChIKey XUFXOAAUWZOOIT-JMPDRRIHSA-N
LogP -7.935 (est)
CAS DataBase Reference 56180-94-0

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
WGK Germany  1
RTECS  LZ7153000
HS Code  29400090
Toxicity LD50 orl-rat: 24 g/kg NIIRDN -,2,1995
NFPA 704
0
2 0

Acarbose price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1253 Acarbose Pharmaceutical Secondary Standard; Certified Reference Material 56180-94-0 500MG ₹11593.58 2022-06-14 Buy
Sigma-Aldrich(India) A8980 Acarbose ≥95% 56180-94-0 1G ₹27657.88 2022-06-14 Buy
TCI Chemicals (India) A2485 Acarbose 56180-94-0 1G ₹6800 2022-05-26 Buy
TCI Chemicals (India) A2485 Acarbose 56180-94-0 5G ₹19100 2022-05-26 Buy
SRL 65457 Acarbose extrapure, 95% 56180-94-0 1Gms ₹6400 2022-05-26 Buy
Product number Packaging Price Buy
PHR1253 500MG ₹11593.58 Buy
A8980 1G ₹27657.88 Buy
A2485 1G ₹6800 Buy
A2485 5G ₹19100 Buy
65457 1Gms ₹6400 Buy

Acarbose Chemical Properties,Uses,Production

Description

Acarbose, a complex oligosaccharide isolated from Actinoplanes, is reportedly useful as an adjuvant therapy in diabetes. By inhibiting alpha-glucosidase, acarbose delays carbohydrate metabolism in the gastrointestinal tract and modulates changes in food induced blood sugar levels.

Chemical Properties

Off-White Solid

Uses

Acarbose is pseudo-oligosaccharide with a terminal C7-cyclitol patented in 1975 by Bayer. Acarbose is a component of the amylostatin complex produced by a species of Actinoplanes and Streptomyces. Acarbose acts as a potent inhibitor of alpha-glucosidases and saccharases. Since 1990, acarbose has been used therapeutically for the treatment of type 2 diabetes.

Definition

ChEBI: A tetrasaccharide derivative consisting of a dideoxy-4-{[4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl C7 cyclitol moiety [called valienol (or valienamine)] linked via nitrogen to isomaltotriose.

World Health Organization (WHO)

Acarbose, ana-glucosidase inhibitor, is used as an adjunctive therapy in the control of postprandial hyperglycaemia in non-insulin-dependent diabetes mellitus. Use of two or more hypoglycaemic drugs is not recommended.

General Description

Acarbose is a naturally occurring oligosaccharide,which is obtained from the microorganism Actinoplanes utahensis. It is a white to off-white powder that is soluble in water and has a pKa of 5.1. As one mightexpect, its affinity for α-glucosidase is based on it being apolysaccharide that the enzyme attempts to hydrolyze. Thisallows acarbose to act as a competitive inhibitor, which inturn reduces the intestinal absorption of starch, dextrin, anddissacharides.
It is sold as 25-, 50-, and 100-mg tablets (Precose,generics) dosed with the first bite of each meal, up to t.i.d. Acarbose potently inhibits the glucoamylase activity of MGAM α-glucosidases and the sucrase activity of α-glucosidases, where as isomaltase activity is at most moderately inhibited at concentrations in the range of those in theintestinal lumen upon oral dosing, and trehalase and lactaseare not significantly inhibited. Some inhibition of pancreaticα-amylases may also contribute to the clinical effects.
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Clinical Use

Based on the structure of acarbose, it should come as nosurprise that little intact acarbose reaches the systemic circulation;instead, acarbose is extensively biotransformed by the actionof microbes and digestive enzymes in the gut. Only about35% of the radioactivity in a dose of 14C-labeled acarbose administeredorally to men was excreted in the urine, appearingas several metabolites, some of which are phase II conversionproducts of 4-methylpyrogallol (O-methyl, O-sulfate, orO-glucuronide conjugates); the methylpyrogallol fragmentarises from the terminal valienamine pseudosugar. That thesebiotransformation products are mostly formed in the gut isshown by the fact that nearly 90% of an intravenously administereddose of acarbose is excreted intact in urine.

Safety Profile

Low toxicity by ingestion,subcutaneous, and intravenous routes. Human systemiceffects: liver function impaired. When heated todecomposition it emits toxic vapors of NOx.

Acarbose Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 636)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
ANWITA APIS +919000311012 Hyderabad, India 198 58 Inquiry
Vijaya Pharma And Life Science +91-8939866271 +91-8939866271 Tamil Nadu, India 320 58 Inquiry
OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6211 58 Inquiry
VIVAN Life Sciences Pvt. Limited. +91(22) 2544 4584 / 2544 4585 New Delhi, India 138 50 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5873 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Sisco Research Laboratories Pvt. Ltd. +91-22-4268 5800 Mumbai, India 4317 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry

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Acarbose Spectrum

4)-O-a-D-glucopyranosyl-(1® D-Glucose,O-4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxyMethyl)-2-cyclohexen-1-yl]aMino]-a-D-glucopyranosyl-(1® Acarbose (Acarbosum) (2R,3R,4R,5S,6R)-5-((2R,3R,4R,5S,6R)-5- O-4,6-Dideoxy-4-[[[1S-(1α,4α,5β,6α)]-4,5,6-trihydroxy-3-(hydroxyMethyl)-2-cyclohexen-1-yl]aMino]-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-D-glucose Acarbose API O-4,6-DIDEOXY-4-[[[1S-(1A,4A,5BETA,6A)]-4,5,6-TRIHYDROXY-3-(HYDROXYMETHYL)-2-CYCLOHEXEN-1-YL]AMINO]-ALPHA-D-GLUCOPYRANOSYL-(1-4)-O-ALPHA-D-GLUCOPYRANOSYL-(1-4)-D-GLUCOSE 5-[5-[3,4-DIHYDROXY-6-METHYL-5-[[4,5,6-TRIHYDROXY-3-(HYDROXYMETHYL)-1-CYCLOHEX-2-ENYL]AMINO]OXAN-2-YL]OXY-3,4-DIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-6-(HYDROXYMETHYL)OXANE-2,3,4-TRIOL -alpha-d-glucopyranosyl-(1-4)- bay-g5421 d-glucose,o-4,6-dideoxy-4-(((1s-(1-alpha,4-alpha,5-beta,6-alpha))-4,5,6-trihyd roxy-3-(hydroxymethyl)-2-cyclohexen-1-yl)amino)-alpha-d-glucopyranosyl-(1-4)-o ACARBOSE O-4,6-Dideoxy-4-[[[1S-(1a,4a,5b,6a)]-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-a-D-glucopyranosyl-(1-4)-O-a-D-glucopyranosyl-(1-4)-D-gluco- se Prandase Precos Acarbose fom Actinoplanes sp. ca. 100 FIP-AIU/mg Ascarbose D-Glucose, O-4,6-dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)- D-Glucose, O-4,6-dideoxy-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-, [1S-(1α,4α,5β,6α)]- O-4,6-DIDEOXY-4-[[[1S-(1A,4A,5BETA,6A)]-4,5,6-TRIHYDROXY-3-(HYDROXYMETHY O-4,6-Dideoxy-4-[[[1S-(1a,4a,5,6a)]-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-a-D-glucopyranosyl-(1-4)-O-a-D-glucopyranosyl-(1-4)-D-glucose Bay g 5421:Glucobay O-4,6-Dideoxy-4-[[[1S(1α,4α,5β,6α-)-4,5,6-trihydrDxy-3-(hydroxymethyl)-2-cyclohexen-1-y1]amino]- α-D-glucopyranosyl-(1→4)-O-α-D-ducopyranosyl-(1→4)-D-glucose 4-O-[4-O-[4-[[(1S,4R,5S,6S)-4,5,6-Trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-4,6-dideoxy-α-D-glucopyranosyl]-α-D-glucopyranosyl]-D-glucopyranose O-4,6-Dideoxy-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-D-Glucose Acarbose ,98% 4",6"-Dideoxy-4"-([1S]-[1,4,6/5]-4,5,6-trihydroxy-3-hydroxymethyl-2-yclohexenylamino)-maltotriose 4-[[5-[[3,4-dihydroxy-6-methyl-5-[[2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-2,3,5,6-tetrahydroxyhexanal Acarbose Ep5 Acarbose for peak identification CRS Acarbose for identification CRS Acarbose CRS Acarbose Hydrate> Acarbose (Acarbosum) (Mixture ofDiastereomers) (3R,4R,5S,6R)-5-{[(2R,3R,4R,5S,6R)-5-{[(2R,3R,4S, 5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4 ,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1- yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxy methyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2, 3 4-triol (3R,4R,5S,6R)-5-{[(2R,3R,4R,5S,6R)-5-{[(2R,3R,4S, 5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,4R,5S,6S)-4 ,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1- yl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxy methyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2, 3 4-trio (2R,3R,4R,5R)-4-(((2R,3R,4R,5S,6R)-5-(((2R,3R,4S,5S,6R)-3,4-Dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,5,6-tetrahydroxyhexanal Acarbose USP/EP/BP Acarboser Acarbose (1.0mg/ml in DMSO) (2R,3R,4R,5R)-4-(((2R,3R,4R,5S,6R)-5-(((2R,3R,4S,5S,6R)-3,4-Dihydroxy-6-methyl-5-(((1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl)amino)tetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2,3,5,6- AcarboseQ: What is Acarbose Q: What is the CAS Number of Acarbose Q: What are the applications of Acarbose Acarbose, ≥95% Acarbose 56180-94-0 Acarbose extrapure, 95% (3S,5S)-5-[(2R,3S,5S)-5-[(2R,3S,5S)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol Acarbose (COLD SHIPMENT REQUIRED) (1000521) AMylostatin J, Bay g 5421, alpha-GHI Precose Acarbose Hydrate Glucobay Acarbos Acarbose Tablets A.?3-aminopropane-1-sulfonicacid(homotaurine). ACARBOSE 20% DC GRANULES 56180-94-0 637-07-8