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PHR1282

Azathioprine

Name: Azathioprine
Brand: SIAL

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

6-[(1-Methyl-4-nitro-1H imidazol-5yl) sulfanyl]-7H-purine, 6-(1-Methyl-4-nitroimidazol-5-yl)thiopurine

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About This Item

Empirical Formula (Hill Notation):

C₉H₇N₇O₂S

CAS Number:

446-86-6

Molecular Weight:

277.26

EC Number:

207-175-4

MDL number:

MFCD00069203

UNSPSC Code:

41116107

PubChem Substance ID:

329823278

NACRES:

NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to BP 26
traceable to Ph. Eur. A1500000
traceable to USP 1046001

API family

azathioprine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

Cn1cnc(c1Sc2ncnc3[nH]cnc23)[N+]([O-])=O

InChI

1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)

InChI key

LMEKQMALGUDUQG-UHFFFAOYSA-N

Gene Information

human ... PPAT(5471)

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Related Categories

Analytical Reference Standards

Certified Reference Materials

Pharmacopeia & Metrological Institute Standards

General description

Azathioprine is a potentially useful antileukaemic drug, with immunosuppressive action, which is administered orally or by I.V route. It is widely used to treat a variety of auto-immune disorders and also has a marked effect on T-lymphocytes and suppresses cell mediated immunity.
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.

Application

Azathioprine may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using ¹H NMR spectroscopy and spectrophotometric 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.

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 LRAA0017 in the slot below. This is an example certificate only and may not be the lot that you receive.

related product

Product No.

Description

Pricing

1045993

1045938

BP026

Azathioprine, British Pharmacopoeia (BP) Reference Standard

BP965

5-Chloro-1-methyl-4-nitroimidazole, British Pharmacopoeia (BP) Reference Standard

BP815

Bis-(1,7-dihydro-6H-purine)-6,6,-disulfide, British Pharmacopoeia (BP) Reference Standard

PHR2841

Azathioprine Related Compound A

Pictograms

GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H319,H335,H350,H361fd

Precautionary Statements

P202 - P261 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

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Quantitative determination of azathioprine in tablets by 1H NMR spectroscopy

Goger GN, et al.

Journal of Pharmaceutical and Biomedical Analysis, 21(3), 685-690 (2000)

Spectrophotometric determination of azathioprine in bulk and pharmaceutical dosage forms

Bhaskar M, et al.

International Journal of ChemTech Research, 2(1), 376-378 (2010)

Use of azathioprine and the risk of cancer in inflammatory bowel disease.

Björn Pasternak et al.

American journal of epidemiology, 177(11), 1296-1305 (2013-03-22)

Increased risks of lymphoma and skin cancer associated with thiopurine use among patients with inflammatory bowel disease have been shown, but data on the overall cancer risk are limited. We conducted a historical cohort study of 45,986 patients with inflammatory

Intravenous immunoglobulin as adjuvant therapy for Wegener's granulomatosis.

Patricia M Fortin et al.

The Cochrane database of systematic reviews, 1(1), CD007057-CD007057 (2013-02-27)

Wegener's granulomatosis (WG) is a necrotizing small-vessel vasculitis that can affect any organ in the body but mainly affects the upper and lower respiratory tract, the kidneys, joints, skin and eyes. The current mainstay of remission induction therapy is systemic

Systemic therapies for severe atopic dermatitis in children and adults.

Carsten Flohr et al.

The Journal of allergy and clinical immunology, 132(3), 774-774 (2013-09-03)

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