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Azathioprine Sodium

HCID 11529527
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기본 정보

CAS
55774-33-9
표준 SMILES
Cn1cnc([N+](=O)[O-])c1Sc1ncnc2[n-]cnc12.[Na+]
InChIKey
WISNYKIQFMKSDQ-UHFFFAOYSA-N
분자식
C9H6N7NaO2S
평균 분자량
299.25 g/mol
단동위원소 질량
299.02013792

개요

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.

이름 및 식별자

우선 이름
Azathioprine Sodium
IUPAC
sodium 6-(3-methyl-5-nitroimidazol-4-yl)sulfanylpurin-9-ide
영어명
Azathioprine sodium
분자식
C5H5N5NaS
분자량
190.18147

이름 및 동의어

Azathioprine sodium55774-33-9Imuran injectionAzathioprine sodium saltAM94R510MS1H-Purine, 6-((1-methyl-4-nitro-1H-imidazol-5-yl)thio)-, sodium saltRefChem:58528Azathioprine Sodium [USP]sodium;6-(3-methyl-5-nitroimidazol-4-yl)sulfanylpurin-9-ideSodium 6-((1-methyl-4-nitro-1H-imidazol-5-yl)thio)purin-9-ideUNII-AM94R510MSstarbld0014273
이름 더 보기
Trifluralin Impurity 26-(3-methyl-5-nitroimidazol-4-yl)sulfanylpurin-9-ide
orb1740381CHEMBL1200400SCHEMBL30647265WISNYKIQFMKSDQ-UHFFFAOYSA-NAzathioprine Sodium - API StandardsAZATHIOPRINE SODIUM [WHO-DD]AZATHIOPRINE SODIUM SALT [MI]AZATHIOPRINE SODIUM [ORANGE BOOK]

데이터베이스 식별자

CAS
55774-33-9
PubChem CID
11529527
ChEMBL
CHEMBL1200400
UNII
AM94R510MS

물성

구조 계산 물성

극성 표면적
129 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
8
회전 가능 결합 수
2
무거운 원자 수
20
형식 전하
0
복잡도
354

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

물리화학적 성질

BCS Class
4 · 4

화학 및 산업

약리 정보

FDA Pharmacological Classification · 2건

AZATHIOPRINE SODIUM

Purine Antimetabolite [EPC]; Purines [CS]; Nucleosides [CS]; Nucleic Acid Synthesis Inhibitors [MoA]

MeSH Pharmacological Classification · 4건

Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033)

Antimetabolites that are useful in cancer chemotherapy.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

Drugs that are used to treat RHEUMATOID ARTHRITIS.

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