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Merck

PHR1282

Azathioprine

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C9H7N7O2S
Número CAS:
446-86-6
Peso molecular:
277.26
NACRES:
NA.24
PubChem Substance ID:
329823278
UNSPSC Code:
41116107
EC Number:
207-175-4
MDL number:
MFCD00069203

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InChI key

LMEKQMALGUDUQG-UHFFFAOYSA-N

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)

SMILES string

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

grade

certified reference material, pharmaceutical secondary standard

agency

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

Quality Level

300

Gene Information

human ... PPAT(5471)

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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 and EP (PhEur) 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.
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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

Certificados de análisis (COA)

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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)
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)
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
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
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