39232-91-2

Basic information

• Product Name: 3-Methoxyphenylhydrazine hydrochloride
• Synonyms: Hydrazine, (3-methoxyphenyl)-, monohydrochloride;m-Methoxyphenylhydrazine hydrochloride;Nsc155337;3-Methoxyphenylhydra;3-METHOXYPHENYLHYDRAZINE HCL;3-METHOXYPHENYLHYDRAZINE HYDROCHLORIDE;3-Methoxyphenylhydrazine hydrochloride, 98+%
• CAS NO: 39232-91-2
• Molecular Formula: C₇H₁₀N₂O*ClH
• Molecular Weight: 174.63
• EINECS: 254-368-4
• Mol File: 39232-91-2.mol

Chemical Properties

• Melting Point: 142°C (dec.)
• Boiling Point: 275.3 °C at 760 mmHg
• Flash Point: 120.3 °C
• Appearance: pinkish to pink-brownish powder
• Density: 1.15g/cm3
• Vapor Pressure: 0.00515mmHg at 25°C
• Storage Temp.: Keep Cold
• BRN: 5304389
• CAS DataBase Reference: 3-Methoxyphenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxyphenylhydrazine hydrochloride(39232-91-2)
• EPA Substance Registry System: 3-Methoxyphenylhydrazine hydrochloride(39232-91-2)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-36/37
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 39232-91-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Methoxyphenylhydrazine hydrochloride is used as an intermediate in the synthesis of various pharmaceutical compounds for the treatment of brain disorders. Its chemical structure allows it to interact with specific biological targets, making it a valuable component in the development of medications aimed at addressing neurological conditions.
Used in Brain Disorder Treatment:
3-Methoxyphenylhydrazine hydrochloride is used as an active pharmaceutical ingredient for the treatment of brain disorders. Its application in this area is due to its ability to modulate certain neurotransmitter systems and potentially improve cognitive function or alleviate symptoms associated with these disorders.

InChI:InChI=1/C7H10N2O.ClH/c1-10-7-4-2-3-6(5-7)9-8;/h2-5,9H,8H2,1H3;1H

Upstream product

• 536-90-3 m-Anisidine 
• 766-85-8 3-methoxy-1-iodobenzene 
• 2398-37-0 3-methoxyphenyl bromide 

Downstream Products

• 68523-71-7 4-[1-(3-methoxy-phenyl)-3,5-dimethyl-1H-pyrazol-4-ylazo]-N-thiazol-2-yl-benzenesulfonamide 
• 97968-21-3 2-Ethyl-6-methoxy-3-(3-methoxyphenyl)-indole 
• 91444-14-3 2-ethyl-6-methoxy-3-(4-methoxyphenyl)indole 
• 41554-51-2 5-amino-1-(4-methoxylphenyl)-3-phenyl-1H-pyrazole 
• 950822-49-8 C₁₇H₁₃N₃O₂ 
• 958462-30-1 N-{2-[5-hydroxy-1-(3-methoxyphenyl)-1H-pyrazol-4-yl]ethyl}benzamide 
• 346441-19-8 1-(3-methoxyphenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 68962-14-1 1,2,3,4-tetrahydro-5-methoxycarbazole 
• 3382-43-2 7-methoxy-2,3,4,9-tetrahydro-1H-carbazole 
• 15384-39-1 (3-methoxyphenyl)hydrazine 
• 2113-56-6 3-methoxybiphenyl 
• 287099-31-4 ethyl 7-chloro-3-(3-methoxyphenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate 
• 112724-12-6 Acetic acid 3-(4-acetoxy-phenyl)-1-ethyl-2-phenyl-1H-indol-6-yl ester 
• 97968-37-1 Acetic acid 3-(4-acetoxy-phenyl)-2-ethyl-1-propyl-1H-indol-6-yl ester 

Relevant articles and documents

Synthetic studies towards paraherquamide F: Synthesis of the 1,7-dihydropyrano[2,3-g]indole ring system

A substituted 1,7-dihydropyrano[2,3-g]indole suitable for elaboration to paraherquamide F has been prepared in eight steps and 6% overall yield. The key steps are a Fischer indolization and a Claisen rearrangement.

AZEPINO-INDOLES AND OTHER HETEROCYCLES FOR TREATING BRAIN DISORDERS

The present invention provides azepino-indoles and other heterocycles and methods of using the compounds for treating brain disorders.

Discovery of 1,3,4-oxadiazol-2-one-containing benzamide derivatives targeting FtsZ as highly potent agents of killing a variety of MDR bacteria strains

The spread of infections caused by multidrug-resistant (MDR) pathogens, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant S. aureus (VRSA), has created a need for new antibiotics with novel mechanisms of action. The bacterial division protein FtsZ has been identified as a novel drug target that can be exploited clinically. As part of an ongoing effort to develop FtsZ-targeting antibacterial agents, we describe herein the design, synthesis and bioactivity of six series of novel 1,3,4-oxadiazol-2-one-containing, 1,2,4-triazol-3-one-containing and pyrazolin-5-one-containing benzamide derivatives. Among them, compound A14 was found to be the most potent antibacterial agent, much better than clinical drugs such as ciprofloxacin, linezolid and erythromycin against all the tested gram-positive strains, particularly methicillin-resistant, penicillin-resistant and clinical isolated S. aureus. Subsequent studies on biological activities and docking analyses proved that A14 functioned as an effective compound targeting FtsZ. Preliminary SAR indicated a general direction for further optimization of these novel analogues. Taken together, this research provides a promising chemotype for developing newer FtsZ-targeting bactericidal agents.

Synthesis of Aryl Hydrazines via CuI/BMPO Catalyzed Cross-Coupling of Aryl Halides with Hydrazine Hydrate in Water

The N,N’-bis(2,6-dimethylphenyl)oxalamide was discovered as a powerful ligand for Cu-catalyzed cross-coupling of aryl halides with hydrazine hydrate, leading to the formation of a variety of aryl hydrazines at 80 oC in water under the assistance of K3PO4 and 4 mol% cetyltrimethylammonium bromide from aryl bromides and aryl iodides. Good to excellent yields were observed in most cases.

Synthesis method of substituted phenylhydrazine and salt thereof

The invention relates to a novel synthesis method of substituted phenylhydrazine and salt thereof. A substituted phenyl diazene compound is reduced to generate the substituted phenylhydrazine; a reducing agent B is selected from one or several of a catalytic hydrogenating system, formic acid, formate and formic acid ester compound; the obtained substituted phenylhydrazine can be further acidified to prepare the substituted phenylhydrazine salt which is easily stored and transported. The synthesis method has the advantages that the yield rate is high, the cost is low, the reaction time is short, the technology operation and post-treatment are simple, and the amount of waste water, waste gas and waste residue is fewer; the component of the produced waste water is single, the recycling is convenient, the treatment cost is low, and the green chemical requirement is met; the synthesis method of the substituted phenylhydrazine is more suitable for the large-scale industrialized production.

Design, synthesis, crystal structures, and insecticidal activities of eight-membered azabridge neonicotinoid analogues

Three series of novel azabridge neonicotinoid analogues were designed and synthesized, which were constructed by starting material A, glutaraldehyde, and primary amine hydrochlorides (aliphatic amines, phenylhydrazines, and anilines). Most of the eight-membered azabridge compounds presented higher insecticidal activities than oxabridged compound B against cowpea aphid (Aphis craccivora) and brown planthopper (Nilaparvata lugens). Compared with imidacloprid, some azabridged compounds exhibited excellent insecticidal activity against brown planthopper. The crystal structures and bioassay indicated that changing bridge atoms from O to N could lead to entirely different conformations, which might be the important influential factor of the bioactivities.

Carbazole derivatives and their use as 5HT-induced antagonists

The invention relates to compounds of the general formula (I): STR1 wherein R 1 represents a hydrogen atom or a C 1-10 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl-(C 1-4)-alkyl, C 3-6 alkenyl, C 3-10 alkynyl, phenyl or phenyl-(C 1-3)alkyl group;one of the groups represented by R 2, R 3 and R 4 is a hydrogen atom or a C 1-6 alkyl, C 3-7 cycloalkyl, C 2-6 alkenyl or phenyl-(C 1-3)alkyl group and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C 1-6 alkyl group; and X represents a halogen atom or a hydroxy, C 1-4 alkoxy, phenyl-(C 1-3)-alkoxy or C 1-6 alkyl group or a group NR 5 R 6 or CONR 5 R 6 wherein R 5 and R 6, which may be the same or different, each represents a hydrogen atom or a C 1-4 alkyl or C 3-4 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; and physiologically acceptable salts and solvates thereof.The compounds are potent and selective antagonists of ""neuronal"" 5-hydroxytryptamine receptors and are useful in the treatment of psychotic disorders (e.g. schizophrenia and mania;); anxiety, pain; gastric stasis; symptoms of gastrointestinal dysfunction such as occur with dyspepsia, peptic ulcer, reflux oesophagitis and flatulence; migraine; and nausea and vomiting.