7-Nitroindazole
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7-Nitroindazole
structure -
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CAS No:
2942-42-9
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Formula:
C7H5N3O2
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Chemical Name:
7-Nitroindazole
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Synonyms:
1H-Indazole,7-nitro-;7-Nitro-1H-indazole;7-Nitroindazole;NSC 72843
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CAS No:
7-Nitroindazole Basic Attributes
163.136
163.13
220-934-4
UX0N37CMVH
72843
DTXSID30183638
2933990090
Characteristics
74.5
1.8
Orange-Yellow Solid
1.5±0.1 g/cm3
186.5-187.5 °C
383.3°C at 760 mmHg
81.5±22.6 °C
1.741
H2O: slightly soluble
-20ºC
9.79E-06mmHg at 25°C
Safety Information
UN 2811 6.1/PG 3
3
R60;R40
S53-S22-S36/37/39-S45
NK7962200
T:Toxic;
P201-P281-P301 + P310-P305 + P351 + P338-P308 + P313
H301-H319-H351-H360
|Danger|H301 (86.67%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P264, P270, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P321, P330, P332+P313, P337+P313, P362, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|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. (See all compounds classified as Neuroprotective Agents.)|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. (See all compounds classified as Anti-Anxiety Agents.)|Compounds capable of relieving pain without the loss of CONSCIOUSNESS. (See all compounds classified as Analgesics.)|Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)
7-nitro-indazole
7-Nitroindazole Use and Manufacturing
To a stirred solution of step-a-c product (10 g, 0.065 mol) in acetic acid (470 ml, 47 times), a solution of sodium nitrite (1.54 g, 0.06 mol, 1.1 eq) in water (9 ml) was added and the reaction mass was stirred for 30 - 45 min. Progress of the reaction was monitored by TLC (30percent ethyl acetate/hexane, Rr-0.7). On completion of the reaction, acetic acid was distilled off and the residue obtained was taken in ice water (200 ml). Solid formed was filtered, washed with cold water and dried to yield the required product as an yellow colored solid (10 g, 98percent yield).To a solution of 2-methyl-6-nitroaniline (5.00 g, 32.80 mmol) in acetic acid (250 mL)was added a solution of sodium nitrite (2.50 g, 36.10 mmol) in water (5 mL). The mixture was stirred for20 min at room temperature. Yellow precipitate formedduring reaction which was filtered and discarded. Thecombined solution was evaporated under reduced pressureand cold water was added to the residue. Pale yellow solidwas formed, filtered, rinsed with cold water and driedunder vacuum to afford 7-nitro-1H-indaozle. Yield = 97percent(5.22 g); 1H-NMR (CDCl3, 300 MHz) δ 11.4 (1H, br, NH), 8.40 (1H, d, J = 9.0 Hz, Ar), 8.31 (1H, s, Ar), 8.19 (1H, d, J = 6.0 Hz, Ar), 7.37 (1H, dd, J = 6.0 Hz andJ = 9.0 Hz).
A potent, selective brain inhibitor of mouse cerebellar Nitric Oxide Synthase. NO synthetase inhibitor
Computed Properties
Molecular Weight:163.13
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:163.038176411
Monoisotopic Mass:163.038176411
Topological Polar Surface Area:74.5
Heavy Atom Count:12
Complexity:192
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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