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A1500000

Azathioprine

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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
MDL number:
MFCD00069203
UNSPSC Code:
41116107
PubChem Substance ID:
329770711
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

azathioprine

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°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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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Azathioprine EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

Y0001240

Azathioprine impurity A, European Pharmacopoeia (EP) Reference Standard

Y0001246

Azathioprine impurity G, European Pharmacopoeia (EP) Reference Standard

1046001

Azathioprine, United States Pharmacopeia (USP) Reference Standard

1045993

Azathioprine Related Compound A, United States Pharmacopeia (USP) Reference Standard

1045938

Azathioprine Related Compound G, United States Pharmacopeia (USP) Reference Standard

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

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

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Eliza Prefontaine et al.
The Cochrane database of systematic reviews, (6)(6), CD000545-CD000545 (2010-06-18)
The results from controlled clinical trials investigating the efficacy of azathioprine and 6-mercaptopurine for the treatment of active Crohn's disease were conflicting and controversial. A meta-analysis was performed to assess the effectiveness of these drugs for the induction of remission
Anne Bourrier et al.
Current drug targets, 14(12), 1471-1479 (2013-04-12)
Azathioprine is an efficient maintenance treatment of IBD, able to maintain a complete clinical and anatomical remission in about one third of patients. However there are concerns regarding its long term tolerance, particularly myelosuppression and malignancy. Azathioprine is not required
Jeffrey J Bidinger et al.
Journal of the American Academy of Dermatology, 65(1), 184-191 (2011-04-19)
Azathioprine (AZA) hypersensitivity syndrome is a rare side effect that typically occurs early in the initiation of therapy and may include a cutaneous eruption. It is often under-recognized because it mimics infection or disease exacerbation. Until recently, the cutaneous findings
Mattheus C B Wielenga et al.
World journal of gastroenterology, 20(44), 16683-16689 (2014-12-04)
To investigate if azathioprine could reduce adenoma formation in Apc(Min/+) , a mouse model of sporadic intestinal tumorigenesis. Azathioprine was administered via drinking water (estimated 6-20 mg/kg body weight per day) to Apc(Min/+) and wildtype mice. Control animals received vehicle
Loïc Guillevin et al.
The New England journal of medicine, 371(19), 1771-1780 (2014-11-06)
The combination of cyclophosphamide and glucocorticoids leads to remission in most patients with antineutrophil cytoplasm antibody (ANCA)-associated vasculitides. However, even when patients receive maintenance treatment with azathioprine or methotrexate, the relapse rate remains high. Rituximab may help to maintain remission.
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