Azathioprine Sodium | CAS# 55774-33-9 | Biochemical

MedKoo Cat#: 575188 | Name: Azathioprine Sodium

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Azathioprine Sodium is the sodium salt form of azathioprine, a pro-drug of purine analogue with immunosuppressive activity. Azathioprine is converted in vivo to its active metabolite 6-mercaptopurine (6-MP), which substitutes for the normal nucleoside and mistakenly gets incorporated into DNA sequences. This leads to inhibition of DNA, RNA, and protein synthesis. As a result, cell proliferation may be inhibited, particularly in lymphocytes and leukocytes.

Chemical Structure

Azathioprine Sodium

CAS#55774-33-9 (sodium)

Theoretical Analysis

MedKoo Cat#: 575188

Name: Azathioprine Sodium

CAS#: 55774-33-9 (sodium)

Chemical Formula: C9H6N7NaO2S

Exact Mass: 299.0201

Molecular Weight: 299.24

Elemental Analysis: C, 36.12; H, 2.02; N, 32.77; Na, 7.68; O, 10.69; S, 10.71

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

446-86-6 55774-33-9 (sodium)

Synonym

Azathioprine Sodium

IUPAC/Chemical Name

1H-Purine, 6-((1-methyl-4-nitro-1H-imidazol-5-yl)thio)-, sodium salt

InChi Key

WISNYKIQFMKSDQ-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H6N7O2S.Na/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;/q-1;+1

SMILES Code

[Na+].Cn1cnc(c1Sc2ncnc3nc[n-]c23)[N+](=O)[O-]

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 299.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Gordon M, Taylor K, Akobeng AK, Thomas AG. Azathioprine and 6-mercaptopurine for maintenance of surgically-induced remission in Crohn's disease. Cochrane Database Syst Rev. 2014 Aug 1;8:CD010233. doi: 10.1002/14651858.CD010233.pub2. Review. PubMed PMID: 25081347. 2: Henkenberens C, Franzke A, Raab P, Oschlies I, Klapper W, Christiansen H. Primary EBV-positive Hodgkin's lymphoma of the CNS under azathioprine treatment: case report and review of the literature. Strahlenther Onkol. 2014 Sep;190(9):847-52. doi: 10.1007/s00066-014-0670-9. Epub 2014 May 14. Review. PubMed PMID: 24823896. 3: Maneiro JR, Lopez-Canoa N, Salgado E, Gomez-Reino JJ. Maintenance therapy of lupus nephritis with mycophenolate or azathioprine: systematic review and meta-analysis. Rheumatology (Oxford). 2014 May;53(5):834-8. doi: 10.1093/rheumatology/ket429. Epub 2013 Dec 24. Review. PubMed PMID: 24369416. 4: Dooremont D, Decaestecker J, De Wulf D, Ghillebert G, Van Vlierberghe H, Van Dorpe J, Baert F. Azathioprine induced serious portal hypertension: a case series of three IBD patients and review of the literature. Acta Gastroenterol Belg. 2013 Sep;76(3):342-6. Review. PubMed PMID: 24261031. 5: Mahmood K, Khan AM, Ramanan AV, Martin K. Intentional overdose of azathioprine in a patient with systemic lupus erythematosus. Scott Med J. 2013 Nov;58(4):e3-4. doi: 10.1177/0036933013508040. Review. PubMed PMID: 24215056. 6: Kennedy NA, Rhatigan E, Arnott ID, Noble CL, Shand AG, Satsangi J, Lees CW. A trial of mercaptopurine is a safe strategy in patients with inflammatory bowel disease intolerant to azathioprine: an observational study, systematic review and meta-analysis. Aliment Pharmacol Ther. 2013 Nov;38(10):1255-66. doi: 10.1111/apt.12511. Epub 2013 Oct 5. Review. PubMed PMID: 24117596. 7: Yeter KC, Afkhami M, Brynes RK, Quismorio FP Jr. Aplastic anemia secondary to azathioprine in systemic lupus erythematosus: report of a case with normal thiopurine S-methyltransferase enzyme activity and review of the literature. Lupus. 2013 Dec;22(14):1526-8. doi: 10.1177/0961203313504636. Epub 2013 Sep 12. Review. PubMed PMID: 24029750. 8: Kim MJ, Choe YH. Monitoring and safety of azathioprine therapy in inflammatory bowel disease. Pediatr Gastroenterol Hepatol Nutr. 2013 Jun;16(2):65-70. doi: 10.5223/pghn.2013.16.2.65. Epub 2013 Jun 30. Review. PubMed PMID: 24010109; PubMed Central PMCID: PMC3760698. 9: Koduri PR, Vanajakshi S, Anuradha R. Azathioprine-associated pure red cell aplasia in renal transplant recipients: a report of two cases. Ann Hematol. 2014 Feb;93(2):329-30. doi: 10.1007/s00277-013-1779-0. Epub 2013 May 17. Review. PubMed PMID: 23680868. 10: Chande N, Tsoulis DJ, MacDonald JK. Azathioprine or 6-mercaptopurine for induction of remission in Crohn's disease. Cochrane Database Syst Rev. 2013 Apr 30;4:CD000545. doi: 10.1002/14651858.CD000545.pub4. Review. PubMed PMID: 23633304.

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SAPA-1j

MedKoo CAT#: 533699

CAS#: N/A