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ミゾリビン

Bredinin

HCID 4213
ノート反応
基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
50924-49-7
標準SMILES
NC(=O)c1ncn(C2OC(CO)C(O)C2O)c1O
InChIKey
HZQDCMWJEBCWBR-UHFFFAOYSA-N
分子式
C9H13N3O6
平均分子量
259.22 g/mol
単同位体質量
259.08043514

名称と識別子

優先名称
Bredinin
IUPAC
1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide
現地名
ミゾリビン
英語名
Mizoribine
分子式
C9H13N3O6
分子量
259.22

名称と別名

1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxyimidazole-4-carboxamide1-(3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-5-hydroxyimidazole-4-carboxamideRefChem:917534BredininNSC289637NSC 289637;HE 69SCHEMBL7119orb3218421H-Imidazole-4-carboxamide, 5-hydroxy-1-.beta.-D-ribofuranosyl-CHEMBL165000HMS3372M17HMS3869H13
名称をさらに表示
ブレディニン5-ヒドロキシ-1-β-D-リボフラノシル-1H-イミダゾール-4-カルボキサミドミゾリビンブレジニン5-ヒドロキシ-1-β-D-リボフラノシル-1H-イミダゾール-4-カルボアミド1-(β-D-リボフラノシル)-5-ヒドロキシイミダゾール-4-カルボキサミドミゾリビン HYDROBROMIDEミゾリビン (JP17)bredinineHE 69MizorbineMIZORIBINEMizoribinab-BredininNSC 289637Brn 4151713Mizoribine RS
s1384AKOS0158959341-[3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-hydroxy-imidazole-4-carboxamideLS-13657NCI60_002375N'-(beta-D-Ribofuranosyl)-5-hydroxy-imida-zole-4-carboxamide

データベース識別子

CAS
50924-49-7
PubChem CID
4213
ChEMBL
CHEMBL165000

物性

構造計算による物性

XLogP
-1.9
極性表面積
151 Ų
水素結合供与体数
5
水素結合受容体数
7
回転可能結合数
3
重原子数
18
形式電荷
0
複雑度
329

物理化学的性質

融点
2000 C · >2000C
比旋光度
27 · D27 -35° (c = 0.8 in H2O)
沸点
402.47 °C · 402.47°C (rough estimate)
比重(密度)
1.4155 · 1.4155 (rough estimate)
屈折率
1.51 · 1.5100 (estimate)
貯蔵温度
2 · 2-8°C
溶解性
DMSO(微量)、水(微量)
外見
個体
酸解離定数(Pka)
6.75 · 6.75(at 25℃)
色
ホワイトからオフホワイト
Merck
14 · 14,6222
InChI
InChI=1/C9H13N3O6/c10-7(16)4-8(17)12(2-11-4)9-6(15)5(14)3(1-13)18-9/h2-3,5-6,9,13-15,17H,1H2,(H2,10,16)/t3-,5-,6-,9-/s3
InChIKey
HZQDCMWJEBCWBR-UUOKFMHZSA-N
SMILES
C1N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C(O)=C(C(N)=O)N=1 |&1:2,4,7,9,r|
CAS データベース
50924 · 50924-49-7(CAS DataBase Reference)

化学的性質

化学的特性Crystalline Solid

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全データ

wgk
3
rtecs
NI3980000
毒性
LD50 in mice (g/kg): >1.5 i.v., >2.4 i.p. (Mizuno, 1975)
hs_code
29349990
risk_code
46-60-61-36/37/38
hazard_code
T
safety_code
53-22-26-36/37/39-45
Hazard Classifications
Eye Irrit. 2Repr. 1BSkin Irrit. 2STOT SE 3
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

薬理情報

MeSH Pharmacological Classification · 6 件

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

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.

Substances that inhibit the growth or reproduction of BACTERIA.

応用分野 · 3 件

用途核酸のプリン合成系を阻害す る代謝拮抗物質です。核酸合成を抑制して T 細胞及び B 細胞の増殖を阻害作用を示しま す。

説明Mizoribine is an orally active immunosuppressant isolated from Eupenicillium brefeldianum. It is reported to inhibit both cell-mediated and antibody mediated immune responses. Mizoribine is approved for use in the prevention of rejection of kidney transplants.

使用Mizoribine has been used in topical treatment to evaluate its effect on ocular surface damage of dry eye in B6 mice subjected to desiccating stress (DS). It has also been used as an inosine monophosphate dehydrogenase (IMPDH) inhibitor to test its in vivo efficacy.

関連反応

0 件
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化合物ノート

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