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Merck
CN

A4638

Azathioprine

synthetic (organic), ≥98%, DNA/RNA synthesis disruptor, powder

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
NACRES:
NA.77
PubChem Substance ID:
57653853
UNSPSC Code:
12352202
EC Number:
207-175-4
MDL number:
MFCD00069203

Key Documents

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Product Name

Azathioprine, ≥98%

biological source

synthetic (organic)

Quality Level

100

assay

≥98%

form

powder

solubility

1 M NH4OH: 20 mg/mL, clear to slightly hazy

storage temp.

−20°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

Biochem/physiol Actions

Has shown promise in treatment of alopecia areata (autoimmune hair loss), with no difference in effectiveness between genders.

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

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2409V
WXBD2827V
MKCM1683
MKCH9115
MKBW5728V

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Susan Farshi et al.
International journal of dermatology, 49(10), 1188-1193 (2010-10-05)
Alopecia areata is an autoimmune disease resulting in partial or total nonscarring hair loss and the treatment of severe alopecia areata is difficult. The aim of this study was to evaluate the efficacy and safety of azathioprine as a 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)
Laurent Peyrin-Biroulet et al.
Gut, 63(1), 88-95 (2013-08-27)
The Crohn's Disease Activity Index (CDAI) has been criticised due to heavy weighting on subjective clinical symptoms. C-reactive protein (CRP) and endoscopic lesions are objective measures of inflammation. We investigated the relationships between clinical disease activity, CRP normalisation and mucosal
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
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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Global Trade Item Number

SKUGTIN
A4638-1G04061833374801

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