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PHR1253

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Acarbose

Pharmaceutical Secondary Standard; Certified Reference Material

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Synonym(s):
Acarbose, 4",6"-Dideoxy-4"-([1S]-[1,4,6/5]-4,5,6-trihydroxy-3-hydroxymethyl-2-yclohexenylamino)-maltotriose
Empirical Formula (Hill Notation):
C25H43NO18
CAS Number:
56180-94-0
Molecular Weight:
645.60
EC Number:
260-030-7
MDL number:
MFCD00869592
UNSPSC Code:
41116107
PubChem Substance ID:
329823256
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to Ph. Eur. Y0000500
traceable to USP 1000521

API family

acarbose

CofA

current certificate can be downloaded

analyte chemical class(es)

oligosaccharides

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages
pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]4C=C(CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-/m1/s1

InChI key

XUFXOAAUWZOOIT-SXARVLRPSA-N

Gene Information

human ... AMY2A(279) , MGAM(8972)

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Acarbose is an oral antidiabetic drug, a glucosidase inhibitor used in the management of non-insulin-dependent diabetes mellitus (NIDDM).

Application

Acarbose may be used as a pharmaceutical reference standard in determining the concentration of the analyte in pharmaceutical formulations by chromatography techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Modified tetrasaccharide that acts as a reversible α -glucosidase inhibitor.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA9057 in the slot below. This is an example certificate only and may not be the lot that you receive.

WGK

WGK 1

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Analysis of the antidiabetic drug acarbose by capillary electrophoresis.
Rethfeld I and Blaschke G
Journal of Chromatography. B, Biomedical Sciences and Applications, 700(1-2), 249-253 (1997)
Ashley S Boath et al.
Food chemistry, 135(3), 929-936 (2012-09-08)
Polyphenol-rich extracts from certain berries inhibited α-glucosidase activity in vitro. The two most effective berry extracts, from black currant and rowanberry, inhibited α-glucosidase with IC(50) values respectively of 20 and 30μg GAE/ml and were as effective as the pharmaceutical inhibitor
Mitsumasa Hirano et al.
Circulation journal : official journal of the Japanese Circulation Society, 76(6), 1452-1460 (2012-03-29)
The resolution of hyperglycemia is associated with suppression of in-hospital cardiac complications in patients with acute coronary syndromes (ACS). This study evaluated carotid artery plaque echolucency using ultrasound in patients with ACS and type 2 diabetes mellitus (DM) to determine
Development and validation of liquid chromatography and capillary electrophoresis methods for acarbose determination in pharmaceutical tablets.
Cherkaoui S, et al.
Journal of Pharmaceutical and Biomedical Analysis, 18(4-5), 729-735 (1998)
Patrick Schwientek et al.
BMC genomics, 13, 112-112 (2012-03-27)
Actinoplanes sp. SE50/110 is known as the wild type producer of the alpha-glucosidase inhibitor acarbose, a potent drug used worldwide in the treatment of type-2 diabetes mellitus. As the incidence of diabetes is rapidly rising worldwide, an ever increasing demand
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