基本情報
- 標準SMILES
O=[N+]([O-])c1cccc2cn[nH]c12- InChIKey
PQCAUHUKTBHUSA-UHFFFAOYSA-N- 分子式
- C7H5N3O2
- 平均分子量
- 163.13 g/mol
- 単同位体質量
- 163.0381764
概要
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.
名称と識別子
- 優先名称
- 7-Nitroindazole
- IUPAC
- 7-nitro-1H-indazole
- 現地名
- 7-ニトロインダゾール
- 英語名
- 7-Nitroindazole
- 分子式
- C7H5N3O2
- 分子量
- 163.13
名称と別名
名称をさらに表示
データベース識別子
- CAS
2942-42-9- PubChem CID
- 1893
- DTXSID
DTXSID30183638- ChEMBL
CHEMBL247378- ChEBI
CHEBI:40287- UNII
- UX0N37CMVH
- EC Number
- 220-934-4
- Nikkaji
- J2.168G
物性
構造計算による物性
- XLogP
- 1.8
- 極性表面積
- 74.5 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 3
- 回転可能結合数
- 0
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 192
実験および物理化学的性質
物理化学的性質
- 融点
- 185 · 185-186°C
- 沸点
- 290.19 °C · 290.19°C (rough estimate)
- 比重(密度)
- 1.4141 · 1.4141 (rough estimate)
- 屈折率
- 1.55 · 1.5500 (estimate)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 100 mM · Soluble to 100 mM in DMSO and to 20 mM in ethanol
- 酸解離定数(Pka)
- 10.03 · 10.03±0.40(Predicted)
- 外見
- powder to crystal
- 色
- Light yellow to Brown
- 水溶解度
- わずかに溶ける
- 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 データベース
- 2942 · 2942-42-9(CAS DataBase Reference)
- NISTの化学物質情報
- 7 · 7-Nitroindazole(2942-42-9)
化学的性質
化学的特性yellow powder or Yellow orange solid soluble in DMSO.
安全と法規制
GHS分類
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.
危険有害性情報
安全データ
- wgk
- 3
- rtecs
- NK7962200
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339900
- risk_code
- 60-40
- hazard_code
- T
- safety_code
- 53-22-36/37/39-45
- hazard_class
- IRRITANT
- packing_group
- Ⅲ
化学と産業
薬理情報
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.
応用分野
用途NO合成酵素(NOS)阻害剤、薬理作用研究用。
説明7-Nitroindazole is a non-selective inhibitor of NOS isoforms in vitro. However, it shows good anti-nociceptive effects in vivo without affecting blood pressure via inhibition of eNOS. The IC50 values for inhibition of rat nNOS, bovine eNOS, and rat iNOS are 0.71, 0.78, and 5.8 μM, respectively.
使用7-nitroindazole is a specific inhibitor of neural nitric oxide synthase (nNOS), an enzyme that converts arginine to citrulline and nitric oxide (NO) in neuronal tissue. NO is a key player in the hippocampal long-term potentiation (LTP) and in general cell signaling.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義7-Nitroindazole is a heterocyclic small molecule containing an indazole ring that has been nitrated at the 7 position. It is a potent, selective brain inhibitor of mouse cerebellar Nitric Oxide Synthase, a hemoprotein enzyme that, in neuronal tissue, converts arginine to citrulline and nitric oxide (NO).
関連反応
関連ノート
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