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A4638

Sigma-Aldrich

Azathioprine

≥98%

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

biological source

synthetic (organic)

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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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

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Joanna Kitley et al.
Journal of neurology, neurosurgery, and psychiatry, 84(8), 918-921 (2013-03-08)
Neuromyelitis optica (NMO) is a severe autoimmune inflammatory disorder associated with considerable relapse-related disability. Immunosuppression is the mainstay of treatment but many patients do not tolerate first-line immunosuppressive agents, or experience ongoing relapses. To evaluate the effectiveness and tolerability of
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
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
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