Grundinformationen
- Standard-SMILES
O=[N+]([O-])c1cccc2cn[nH]c12- InChIKey
PQCAUHUKTBHUSA-UHFFFAOYSA-N- Summenformel
- C7H5N3O2
- Durchschnittliche Molmasse
- 163,13 g/mol
- Monoisotopische Masse
- 163,0381764
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- 7-Nitroindazole
- IUPAC
- 7-nitro-1H-indazole
- Lokaler Name
- 7-Nitro-1H-indazol
- Englischer Name
- 7-Nitroindazole
- Summenformel
- C7H5N3O2
- Molmasse
- 163.13
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
2942-42-9- PubChem CID
- 1893
- DTXSID
DTXSID30183638- ChEMBL
CHEMBL247378- ChEBI
CHEBI:40287- UNII
- UX0N37CMVH
- EC Number
- 220-934-4
- Nikkaji
- J2.168G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 74,5 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 192
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 185 · 185-186°C
- Siedepunkt
- 290.19 °C · 290.19°C (rough estimate)
- Dichte
- 1.4141 · 1.4141 (rough estimate)
- Brechungsindex
- 1.55 · 1.5500 (estimate)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 100 mM · Soluble to 100 mM in DMSO and to 20 mM in ethanol
- pka
- 10.03 · 10.03±0.40(Predicted)
- Aggregatzustand
- powder to crystal
- Farbe
- Light yellow to Brown
- Wasserlöslichkeit
- 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 Datenbank
- 2942 · 2942-42-9(CAS DataBase Reference)
- NIST chemische Informationen
- 7 · 7-Nitroindazole(2942-42-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
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.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339900
- RTECS-Nr.
- NK7962200
- risk_code
- 60-40
- hazard_code
- T
- safety_code
- 53-22-36/37/39-45
- hazard_class
- IRRITANT
- packing_group
- Ⅲ
Chemie und Industrie
Pharmakologische Informationen
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.
Anwendungen
Beschreibung7-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.
Verwenden7-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.
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Ergänzende Hinweise
Definition7-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).
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