7-硝基吲唑

7-Nitroindazole

HCID 1893CAS 2942-42-9

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

7-nitroindazole7-Nitro-1H-indazole2942-42-97-nitro-indazoleUX0N37CMVHDTXSID30183638NSC-728437-Nitro-2H-indazoleRefChem:546919DTXCID70106129220-934-41H-Indazole, 7-nitro-
展开更多名称
7-硝唑咪7-硝基吲唑7-硝基-1氢吲唑7-硝基吲唑,98%7-硝基-1H-吲唑6-氯喹啉-13-甲酸7-硝基吲唑, 97 %7-硝基吲唑(7-NI)7-硝基吲唑, 一氧化氮选择性抑制剂7-硝基吲唑,10 MM DMSO 溶液NITROINDAZOLE187-NitroinazoleINDAZOLE, 7-NITRO-7-nitro-1h-indazol7-Nitroindazole>7-NITROINDAZOLE 97+%
7-NIMFCD00022789Spectrum2_0017157-Nitroindazole (7-NI)NITROINDAZOLE, 7-BSPBio_003580SPECTRUM1505342MLS000028452

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

实验与物化性质

DrugsPharmaceuticals -> Listed in ZINC15
Solubility>24.5 [ug/mL] (The mean of the results at pH 7.4)
Collision Cross Section126.82 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

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

安全与法规

GHS分类

GHS Classification · 4 条

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

Hazard Classes and CategoriesAcute Tox. 3 (86.7%)

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

化学与工业

药理信息

MeSH Pharmacological Classification · 5 条

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 · 1 条

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

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

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

相关反应

12 条

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