619-27-2

Basic information

• Product Name: 3-nitrophenylhydrazine
• Synonyms: 3-Nitrophenylhydrazine (base and/or unspecified salts);1-(3-Nitrophenyl)hydrazine
• CAS NO: 619-27-2
• Molecular Formula: C₆H₇N₃O₂
• Molecular Weight: 153.14
• EINECS: 210-589-8
• Mol File: 619-27-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 92-95 °C
• Boiling Point: 317.5°Cat760mmHg
• Flash Point: 145.8°C
• Appearance: /
• Density: 1.419g/cm³
• PKA: 4.35±0.10(Predicted)
• CAS DataBase Reference: 3-nitrophenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-nitrophenylhydrazine(619-27-2)
• EPA Substance Registry System: 3-nitrophenylhydrazine(619-27-2)

Safety Data

• Hazardous Substances Data: 619-27-2(Hazardous Substances Data)

Usage

Uses

(3-Nitrophenyl)hydrazine can be used in oxidative coupling reactions with thiols to produce elaborate organic molecules.

InChI:InChI=1/C6H7N3O2/c7-8-5-2-1-3-6(4-5)9(10)11/h1-4,8H,7H2

Upstream product

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Downstream Products

• 107922-76-9 vanillin-(3-nitro-phenylhydrazone) 
• 23622-32-4 acetaldehyde-(3-nitro-phenylhydrazone) 
• 56506-85-5 benzoic acid-[N'-(3-nitro-phenyl)-hydrazide] 
• 108880-39-3 N-(2,4-dinitro-phenyl)-N'-(3-nitro-phenyl)-hydrazine 
• 76869-95-9 2-(3-nitrophenyl)hydrazinecarboxylate, ethyl ester 
• 915306-32-0 6-(4-iodo-phenyl)-1-(3-nitro-phenyl)-3-trifluoromethyl-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one 
• 35496-22-1 5-methyl-2-(3-nitro-phenyl)-1,2-dihydro-pyrazol-3-one 
• 209959-75-1 ethyl 1-(3-nitrophenyl)-3-methyl-5-pyrazole carboxylate 
• 1056933-72-2 (E)-ethyl 2-(2-(3-nitrophenyl)hydrazono)propanoate 
• 119-16-4 5-methyl-2-(3-nitrophenyl)-2,4-dihydro-pyrazol-3-one 
• 25688-18-0 1-(3-nitrophenyl)-1H-pyrazole 

Relevant articles and documents

Novel Anthranilic Diamide Scaffolds Containing N-Substituted Phenylpyrazole as Potential Ryanodine Receptor Activators

To discover potent insecticides targeting ryanodine receptors (RyRs), a series of novel anthranilic diamides analogues (12a-12u) containing N-substituted phenylpyrazole were designed and synthesized. These compounds were characterized by 1H NMR, 13C NMR, and HRMS, and the structure of compound 12u was confirmed by X-ray diffraction. Their insecticidal activities indicated that these compounds displayed moderate to excellent activities. In particular, 12i showed 100 and 37% larvicidal activities against oriental armyworm (Mythimna separata) at 0.25 and 0.05 mg L-1, equivalent to that of chlorantraniliprole (100%, 0.25 mg L-1; and 33%, 0.05 mg L-1). The activity of 12i against diamondback moth (Plutella xylostella) was 95% at 0.05 mg L-1, whereas the control was 100% at 0.05 mg L-1. The calcium-imaging technique experiment results showed that the effects of 12i on the intracellular calcium ion concentration ([Ca2+]i) in neurons were concentration-dependent. After the central neurons of Helicoverpa armigera were dyed by loading with fluo-5N and treated with 12i, the free calcium released in endoplasmic reticulum indicated the target of compound 12i is RyRs or IP3Rs. The activation of RyRs by natural ryanodine completely blocked the calcium release induced by 12i, which indicated that RyRs in the central neurons of H. armigera third-instar larvae is the possible target of compound 12i.

De novo design and synthesis of HIV-1 integrase inhibitors

Existing AIDS therapies are out of reach for most HIV-infected people in developing countries and, where available, they are limited by their toxicity and their cost. New anti-HIV agents are needed urgently to combat emerging viral resistance and reduce the side effects associated with currently available drugs. Toward this end, LeapFrog, a de novo drug design program was used to design novel, potent, and selective inhibitors of HIV-1 integrase. The designed compounds were synthesized and tested for in vitro inhibition of HIV-1 integrase. Out of the 25 compounds that were designed, and synthesized, four molecules (compounds 23, 26, 43, and 59) showed moderate to low inhibition of HIV-1 integrase for 3′-processing and 3′- strand transfer activities. Nonetheless, these compounds possess structural features not seen in known HIV-1 integrase inhibitors and thus can serve as excellent leads for further optimization of anti-HIV-1 integrase activity.

Selective reduction of aryl diazonium fluoroborates

Substituted aryl diazonium fluoroborates have been selectively reduced to the corresponding phenylhydrazines by using borohydride exchange resin (BER).