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7-ニトロインダゾール

7-Nitroindazole

HCID 1893
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基本情報概要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
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基本情報

CAS
2942-42-9
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

7-nitroindazole7-Nitro-1H-indazole2942-42-97-nitro-indazoleUX0N37CMVHDTXSID30183638NSC-728437-Nitro-2H-indazoleRefChem:546919DTXCID70106129220-934-41H-Indazole, 7-nitro-
名称をさらに表示
7-ニトロインダゾール7-ニトロ-1H-インダゾール7-ニトロ-1H-インダゾール, 98%NITROINDAZOLE187-NitroinazoleINDAZOLE, 7-NITRO-7-nitro-1h-indazol7-Nitroindazole>7-NITROINDAZOLE 97+%
7-NIMFCD00022789Spectrum2_0017157-Nitroindazole (7-NI)NITROINDAZOLE, 7-BSPBio_003580SPECTRUM1505342MLS000028452

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

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

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

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 · 4 件

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

Hazard Classes and CategoriesAcute Tox. 3 (86.7%)

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 · 5 件

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 · 3 件

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

亜硝酸ナトリウム酢酸2-メチル-6-ニトロアニリン

関連反応

12 件
反応記録を作成
HRID 206161 の反応式
HRID 206161反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 270915 の反応式
HRID 270915反応物としてuspto-grants-2008_11
HRID 296458 の反応式
HRID 296458反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 482343 の反応式
HRID 482343反応物としてuspto-grants-1998_08
HRID 1116142 の反応式
HRID 1116142反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1200344 の反応式
HRID 1200344反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1267002 の反応式
HRID 1267002反応物としてuspto-grants-2003_04
HRID 1372131 の反応式
HRID 1372131反応物としてuspto-grants-2007_01
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化合物ノート

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このページの内容基本情報概要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
その他の操作
ノートを作成反応を作成見積依頼を出す
Nikkaji
J2.168G
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.

下流製品

2-Methyl-2H-indazol-7-ylamine3‐chloro‐1‐methyl‐7‐nitro‐1H‐indazole
補足説明 · 1 件

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).