基本情報
- CAS
16773-42-5- 標準SMILES
Cc1ncc([N+](=O)[O-])n1CC(O)CCl- InChIKey
IPWKIXLWTCNBKN-UHFFFAOYSA-N- 分子式
- C7H10ClN3O3
- 平均分子量
- 219.62 g/mol
- 単同位体質量
- 219.0410689
概要
Ornidazole is a C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by 3-chloro-2-hydroxypropyl and methyl groups, respectively. It is used in the treatment of susceptible protozoal infections and for the treatment of anaerobic bacterial infections. It has a role as an antiamoebic agent, an antiinfective agent, an antiprotozoal drug, an antibacterial drug, an antitrichomonal drug and an epitope. It is a member of imidazoles, a secondary alcohol, a C-nitro compound and an organochlorine compound.
名称と識別子
- 優先名称
- Ornidazole
- IUPAC
- 1-chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-ol
- 現地名
- オルニダゾール
- 英語名
- Ornidazole
- 分子式
- C7H10ClN3O3
- 分子量
- 219.63
名称と別名
Ornidazole16773-42-5TiberalRo 7-02071-chloro-3-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-olOrnidazolOrnidazolum1-(3-Chloro-2-hydroxypropyl)-2-methyl-5-nitroimidazoleRo-702071-(2-Hydroxy-3-chloropropyl)-2-methyl-5-nitroimidazoleDTXSID4045420alpha-(Chloromethyl)-2-methyl-5-nitro-1H-imidazole-1-ethanol
名称をさらに表示
α-(クロロメチル)-2-メチル-5-ニトロ-1H-イミダゾール-1-エタノール1-クロロ-3-(2-メチル-5-ニトロ-1H-イミダゾール-1-イル)-2-プロパノールチベラールα-クロロメチル-2-メチル-5-ニトロ-1H-イミダゾール-1-エタノールオルニダゾール1-(3-クロロ-2-ヒドロキシプロピル)-2-メチル-5-ニトロイミダゾール1-クロロ-3-(2-メチル-5-ニトロ-1H-イミダゾール-1-イル)プロパン-2-オールOPSSOrnidazol a-(ChloroMethyl)-2-Methyl-5-nitro-1H-iMidazole-1-ethanolMadelenOrnidalro7-0207NSC 95075
1H-Imidazole-1-ethanol, alpha-(chloromethyl)-2-methyl-5-nitro-CHEBI:75176NSC-95075alpha-(Chlormethyl)-2-methyl-5-nitro-imidazol-1-aethanol62XCK0G93TRO-7-0207DTXCID20254201-[3-Chloro-2-hydroxypropyl]-2-methyl-5-nitroimidazole
物性
構造計算による物性
- XLogP
- 0.6
- 極性表面積
- 83.9 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 3
- 重原子数
- 14
- 形式電荷
- 0
- 複雑度
- 211
実験および物理化学的性質
LogP0.58
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Infective Agents; Antibacterial Agents; Antiprotozoal Agents; Nitroimidazoles
Pharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section
141.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
144.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
140.17 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 85 · 85-90°C
- 沸点
- 443.2 · 443.2±40.0 °C(Predicted)
- 比重(密度)
- 1.6545 · 1.6545 (rough estimate)
- 屈折率
- 1.6 · 1.6000 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- 50 mg/mlで可溶 · エタノールに50mg/mlで可溶
- 酸解離定数(Pka)
- 2.4 · 2.4 ± 0.1(at 25℃)
- 外見
- 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。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 97 reports by companies from 4 notifications to the ECHA C&L Inventory.
危険有害性情報
Other Safety InformationIMAP assessments - 1H-Imidazole-1-ethanol, .alpha.-(chloromethyl)-2-methyl-5-nitro-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- wgk
- 3
- rtecs
- NI5460000
- 毒性
- LD50 in rats, mice (mg/kg): 1780, 1420 orally (Grunberg); LD50 in mice (mg/kg): >2000 orally, >2000 i.p. (Hoffer, Grunberg)
- hs_code
- 2933.29.4300
- risk_code
- 22
- hazard_code
- Xn
- safety_code
- 36
- hazard_class
- IRRITANT
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
J01XD03
J - Antiinfectives for systemic use
P - Antiparasitic products, insecticides and repellents
G - Genito urinary system and sex hormones
QP - Antiparasitic products, insecticides and repellents
QG - Genito urinary system and sex hormones
Metabolism/MetabolitesOrnidazole has known human metabolites that include (2S,3S,4S,5R)-6-[1-chloro-3-(2-methyl-5-nitroimidazol-1-yl)propan-2-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid.
MeSH Pharmacological Classification
Agents which are destructive to amebae, especially the parasitic species causing AMEBIASIS in man and animal.
Agents used to treat trichomonas infections.
Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells.
用途と製造
Use ClassificationPharmaceuticals
応用分野
説明Ornidazole is an orally bioavailable 5-nitroimidazole derivative with antibacterial and antiprotozoal activities. Ornidazole inhibits the growth of clinical isolates of B. fragilis (MICs = 0.5-5 μM) and various anaerobic bacteria when used at concentrations ranging from less than 0.1 to 3.2 μg/ml. It also inhibits the growth of Giardia isolates (IC50s = 0.01-0.47 μg/ml). Oral administration of ornidazole reduces T. vaginalis and T. foetus infection in mice and E. histolytica infection in rats with curative dose (CD50) values of 37, 3, and 10 mg/kg, respectively. Ornidazole (400 mg/kg per day) induces infertility in male rats within 7 days and inhibits spermatozoa binding to rat oocyte zona pellucida.
使用Ornidazole is a drug that cures some protozoan infections. It has been investigated for use in Crohn's disease after bowel resection. It is indicated in treatment of mixed amoebiasis, mixed amoebic dysentery, mixed giardiasis, trichomoniasis, bacterial vaginosis, Sexually transmitted diseases, infections of gynaecology, lower respiratory tract infections, ENT, surgical and dental infections.
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