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5-mercapto-1-methyl-4-nitroimidazole, also known as 1-Methyl-4-nitro-5-thioimidazole, is a metabolite of Azathioprine (A803350), a purine analog with immunosuppressive properties. It is derived from the metabolism of Azathioprine, which is an immunosuppressive antimetabolite and a disease-modifying antirheumatic drug (DMARD). 5-mercapto-1-methyl-4-nitroimidazole plays a significant role in the therapeutic effects of Azathioprine, contributing to its immunosuppressive and anti-inflammatory actions.

6339-54-4

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Basic information
1. Product Name: 5-mercapto-1-methyl-4-nitroimidazole
2. Synonyms: 5-mercapto-1-methyl-4-nitroimidazole;Azathioprine impurity D;3-methyl-5-nitroimidazole-4-thiol;1-Methyl-4-nitro-1H-imidazole-5-thiol;Azathioprine EP Impurity D
3. CAS NO:6339-54-4
4. Molecular Formula: C₄H₅N₃O₂S
5. Molecular Weight: 159.17
6. EINECS: N/A
7. Product Categories: N/A
8. Mol File: 6339-54-4.mol
Chemical Properties
1. Melting Point: N/A
2. Boiling Point: 391.3°C at 760 mmHg
3. Flash Point: 190.4°C
4. Appearance: /
5. Density: 1.64g/cm³
6. Vapor Pressure: 5.61E-06mmHg at 25°C
7. Refractive Index: 1.718
8. Storage Temp.: N/A
9. Solubility: N/A
10. CAS DataBase Reference: 5-mercapto-1-methyl-4-nitroimidazole(CAS DataBase Reference)
11. NIST Chemistry Reference: 5-mercapto-1-methyl-4-nitroimidazole(6339-54-4)
12. EPA Substance Registry System: 5-mercapto-1-methyl-4-nitroimidazole(6339-54-4)
Safety Data
1. Hazard Codes: N/A
2. Statements: N/A
3. Safety Statements: N/A
4. WGK Germany:
5. RTECS:
6. HazardClass: N/A
7. PackingGroup: N/A
8. Hazardous Substances Data: 6339-54-4(Hazardous Substances Data)

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6339-54-4 Usage

Uses

Used in Pharmaceutical Industry:
5-mercapto-1-methyl-4-nitroimidazole is used as an active metabolite for Azathioprine, which is an immunosuppressive drug. It contributes to the immunosuppressive effects of Azathioprine, making it a crucial component in the treatment of various autoimmune and inflammatory conditions.
Used in Immunosuppressive Applications:
As a metabolite of Azathioprine, 5-mercapto-1-methyl-4-nitroimidazole is used to suppress the immune system, particularly in the context of organ transplants and autoimmune diseases. It helps prevent organ rejection and manage the symptoms of conditions like rheumatoid arthritis, lupus, and inflammatory bowel disease.
Used in Antirheumatic Applications:
5-mercapto-1-methyl-4-nitroimidazole, through its parent compound Azathioprine, is used as a disease-modifying antirheumatic drug (DMARD). It helps to slow the progression of rheumatoid arthritis and other autoimmune diseases by modulating the immune system and reducing inflammation.

Check Digit Verification of cas no

The CAS Registry Mumber 6339-54-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,3,3 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6339-54:
(6*6)+(5*3)+(4*3)+(3*9)+(2*5)+(1*4)=104
104 % 10 = 4
So 6339-54-4 is a valid CAS Registry Number.

InChI:InChI=1/C4H5N3O2S/c1-6-2-5-3(4(6)10)7(8)9/h2,10H,1H3