基本信息
- 标准SMILES
O=[N+]([O-])c1cccc2cn[nH]c12- InChIKey
PQCAUHUKTBHUSA-UHFFFAOYSA-N- 分子式
- C7H5N3O2
- 平均分子量
- 163.13 g/mol
- 单同位素质量
- 163.0381764
概述
7-nitroindazole is a member of the class of indazoles that is 1H-indazole substituted by a nitro group at position 7. It is a nitric oxide synthase (NOS) inhibitor. It has a role as an antinociceptive agent, an anxiolytic drug, an analgesic, an EC 1.14.13.39 (nitric oxide synthase) inhibitor and a neuroprotective agent. It is a C-nitro compound and a member of indazoles.
名称与标识
- 首选名称
- 7-Nitroindazole
- IUPAC
- 7-nitro-1H-indazole
- 中文名
- 7-硝基吲唑
- 英文名
- 7-Nitroindazole
- 分子式
- C7H5N3O2
- 分子量
- 163.13
名称与别名
展开更多名称
数据库标识
- CAS
2942-42-9- PubChem CID
- 1893
- DTXSID
DTXSID30183638- ChEMBL
CHEMBL247378- ChEBI
CHEBI:40287- UNII
- UX0N37CMVH
- EC Number
- 220-934-4
- Nikkaji
- J2.168G
性质
结构计算性质
- XLogP
- 1.8
- 极性表面积
- 74.5 Ų
- 氢键供体
- 1
- 氢键受体
- 3
- 可旋转键
- 0
- 重原子
- 12
- 形式电荷
- 0
- 复杂度
- 192
实验与物化性质
物理化学性质
- 熔点
- 185 · 185-186°C
- 沸点
- 290.19 °C · 290.19°C (rough estimate)
- 密度
- 1.4141 · 1.4141 (rough estimate)
- 折射率
- 1.55 · 1.5500 (estimate)
- 储存条件
- -20 °C · -20°C
- 溶解度
- 100 mM · Soluble to 100 mM in DMSO and to 20 mM in ethanol
- 酸度系数(pKa)
- 10.03 · 10.03±0.40(Predicted)
- 形态
- powder to crystal
- 颜色
- Light yellow to Brown
- 水溶解性
- slightly soluble
- BRN
- 6809 · 6809
- InChI
- InChI=1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9)
- InChIKey
- PQCAUHUKTBHUSA-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC=C2[N+]([O-])=O)C=N1
- CAS 数据库
- 2942 · 2942-42-9(CAS DataBase Reference)
- NIST化学物质信息
- 7 · 7-Nitroindazole(2942-42-9)
安全与法规
GHS分类
GHS Classification
Danger
H301 (86.7%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危害信息
安全数据
- wgk
- 3
- RTECS号
- NK7962200
- 包装类别
- Ⅲ
- 危险等级
- IRRITANT
- 安全说明
- 53-22-36/37/39-45
- 海关编码
- 29339900
- 危险品标志
- T
- 危险类别码
- 60-40
- 危险品运输编号
- UN 2811 6.1/PG 3
化学与工业
药理信息
MeSH Pharmacological Classification
Compounds capable of relieving pain without the loss of CONSCIOUSNESS.
Drugs used to prevent SEIZURES or reduce their severity.
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 alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
制备方法
生产方法以2-甲基-6-硝基苯胺为原料合成7-硝基吲唑的一般步骤:向搅拌的2-甲基-6-硝基苯胺(10g,0.065mol)的乙酸溶液(470ml,47倍体积)中缓慢加入亚硝酸钠(1.54g,0.06mol,1.1当量)的水溶液(9ml)。将反应混合物在室温下搅拌30-45分钟。通过薄层色谱(TLC,展开剂为30%乙酸乙酯/己烷,Rf=0.7)监测反应进程。反应完成后,通过减压蒸馏除去乙酸。将得到的残余物溶解于冰水(200ml)中,过滤析出的固体,用冷水洗涤,并在真空下干燥,得到目标产物7-硝基吲唑,为黄色固体(10g,收率98%)。参考文献:[1] Synlett, 2007, # 8, p. 1203 - 1206[2] Patent: WO2010/127855, 2010, A1. Location in patent: Page/Page column 124; 125[3] Archives of Pharmacal Research, 2018, vol. 41, # 1, p. 46 - 56[4] European Journal of Medicinal Chemistry, 1986, vol. 21, # 4, p. 359 - 362[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 5, p. 339 - 345
上下游产品信息
上游原料
下游产品
试剂价格
- HY-69019 · 200 mg
- 7-硝基吲唑7-Nitroindazole — 215元
- HY-69019 · 10 mM * 1 mLin DMSO
- 7-硝基吲唑7-Nitroindazole — 236元
供应商50 家
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