635-26-7

Basic information

• Product Name: O-TOLYLHYDRAZINE HYDROCHLORIDE
• Synonyms: o-Tolylhydrazine hydrochloride, 97+%;2-Methylphenylhydrazine hydrochloride 97%;o-Tolylhydrazine hydrochloride,98%;O-TOLYLHYDRAZINE HYD;1-o-tolylhydrazine hydrochloride;o-Tolylhydrazine hydrochloride, 98% 10GR;o-Tolyhdrazine hydrochloride;Hydrazine, (2-methylphenyl)-, monohydrochloride
• CAS NO: 635-26-7
• Molecular Formula: C₇H₁₀N₂*ClH
• Molecular Weight: 158.63
• EINECS: 211-232-9
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Building Blocks;Chemical Synthesis;Hydrazines;Nitrogen Compounds;Organic Building Blocks;amine
• Mol File: 635-26-7.mol
• Article Data: 15

Chemical Properties

• Melting Point: 190 °C (dec.)(lit.)
• Boiling Point: 227.7 °C at 760 mmHg
• Flash Point: 104.1 °C
• Appearance: Beige/Crystalline Powder
• Vapor Pressure: 0.0766mmHg at 25°C
• Storage Temp.: Store below +30°C.
• Solubility: alcohol: soluble
• Sensitive: Hygroscopic
• Merck: 14,9542
• BRN: 3655929
• CAS DataBase Reference: O-TOLYLHYDRAZINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: O-TOLYLHYDRAZINE HYDROCHLORIDE(635-26-7)
• EPA Substance Registry System: O-TOLYLHYDRAZINE HYDROCHLORIDE(635-26-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 635-26-7(Hazardous Substances Data)

Usage

Description

O-TOLYLHYDRAZINE HYDROCHLORIDE is an organic compound that serves as a versatile reagent in various chemical syntheses. It is characterized by its ability to form hydrazone derivatives and is commonly used in the preparation of o-tolylhydrazone of D-galactose. Its chemical structure allows it to participate in a range of organic reactions, making it a valuable component in the synthesis of pharmaceutical compounds.

Uses

Used in Pharmaceutical Synthesis:
O-TOLYLHYDRAZINE HYDROCHLORIDE is used as a reagent in the synthesis of various pharmaceutical compounds, including opioid receptor antagonists and adenosine receptor antagonists. Its role in these syntheses is crucial for the development of medications that target specific receptors, potentially leading to more effective treatments for a variety of conditions.
Used in Organic Chemistry:
In the field of organic chemistry, O-TOLYLHYDRAZINE HYDROCHLORIDE is used as a reagent for the preparation of o-tolylhydrazone of D-galactose. O-TOLYLHYDRAZINE HYDROCHLORIDE is significant in the study of carbohydrate chemistry and can be utilized in the development of new methods and applications related to carbohydrate structures and their interactions.
Overall, O-TOLYLHYDRAZINE HYDROCHLORIDE is a valuable chemical with applications in both pharmaceutical synthesis and organic chemistry, contributing to the development of new compounds and methodologies in these fields.

InChI:InChI=1/C7H10N2.ClH/c1-6-4-2-3-5-7(6)9-8;/h2-5,9H,8H2,1H3;1H

Upstream product

• 529-27-1 2-methylphenylhydrazine 
• 95-53-4 o-toluidine 

Downstream Products

• 14120-28-6 6-methyl-1,3,4,5-tetrahydro-thiopyrano[4,3-b]indole 
• 68175-68-8 C₁₅H₂₂N₂O 
• 91331-68-9 3‐methyl‐1‐(2‐methylphenyl)‐1H‐pyrazol‐5‐amine 
• 337533-96-7 5-tert-butyl-2-o-tolyl-2H-pyrazol-3-yl-amine 
• 928264-51-1 3-(2-ethylpyridin-4-yl)-1-(2-methylphenyl)-1H-pyrazol-5-amine 
• 912963-35-0 4-methylpentanoic acid N'-o-tolylhydrazide 
• 912963-39-4 heptanoic acid N'-o-tolylhydrazide 
• 912963-41-8 1-methylcyclohexanecarboxylic acid N'-o-tolylhydrazide 
• 912963-28-1 phenylcyclopentanecarboxylic acid N'-o-tolylhydrazide 
• 912963-80-5 cycloheptanecarboxylic acid N'-o-tolylhydrazide 
• 912963-42-9 cyclohexylacetic acid N'-o-tolylhydrazide 
• 68557-34-6 cyclohexanecarboxylic acid N'-o-tolylhydrazide 
• 1133720-60-1 trans-3β-acetoxy-16,17-secopregna-5,17(20)-dien-16-al (E)-2'-tolylhydrazone 
• 1092924-66-7 N-(1-pyridin-3-ylethylidene)-N-o-tolylhydrazine hydrochloride 

Relevant articles and documents

Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode

A series of novel 2,6-dimethyl-4-aminopyrimidine hydrazones 5 were rationally designed and synthesized as pyruvate dehydrogenase complex E1 (PDHc-E1) inhibitors. Compounds 5 strongly inhibited Escherichia coli (E. coli) PDHc-E1 (IC50 values 0.94-15.80 μM). As revealed by molecular docking, site-directed mutagenesis, enzymatic, and inhibition kinetic analyses, compounds 5 competitively inhibited PDHc-E1 and bound in a "straight"pattern at the E. coli PDHc-E1 active site, which is a new binding mode. In in vitro antifungal assays, most compounds 5 at 50 μg/mL showed more than 80% inhibition against the mycelial growth of six tested phytopathogenic fungi, including Botrytis cinerea, Monilia fructigena, Colletotrichum gloeosporioides, andBotryosphaeria dothidea. Notably, 5f and 5i were 1.8-380 fold more potent against M. fructigena than the commercial fungicides captan and chlorothalonil. In vivo, 5f and 5i controlled the growth of M. fructigena comparably to the commercial fungicide tebuconazole. Thus, 5f and 5i have potential commercial value for the control of peach brown rot caused by M. fructigena.

Preparation method of 2-methyl phenylhydrazine hydrochloride

The invention relates to a preparation method of 2-methyl phenylhydrazine hydrochloride. The preparation method comprises the following steps: diazotization, reduction, purification and salt formation. In the diazotization and reduction steps, reaction liquid is kept with high acidity by means of concentrated hydrochloric acid, so that the reaction is smoothly and fully carried out. In the reduction step, zinc powder-concentrated hydrochloric acid is taken as a reducing agent to replace sodium thiosulfate, sodium hydrogen sulfite, stannous chloride-hydrochloric and the like, the reducing property is good, the yield is high, the reaction time is shortened, impurities such as zinc hydroxide generated by the reaction are conveniently removed, and the product is few in impurity and high in purity. In the salt formation step, acetone is used to wash, so that the purity of the product is improved, and the appearance of the product is ensured. According to the preparation method, the processis stable and reliable, the operation is easy, the product purity is high (the content of the product detected by high performance liquid chromatography is greater than or equal to 99%), the yield isgreater than or equal to 39%, and the demand on 2-methyl phenylhydrazine hydrochloride in the market is fully met.

Synthesis, in vitro Antimicrobial, and Cytotoxic Activities of New 1,3,4-Oxadiazin-5(6H)-one Derivatives from Dehydroabietic Acid

A series of new 1,3,4-oxadiazin-5(6H)-one derivatives (6a–n) of dehydroabietic acid were designed and synthesized as potential antimicrobial and antitumor agents. Their structures were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analyses. All the title compounds were evaluated for their antimicrobial activity against four bacterial and three fungal strains using the serial dilution method. Among them, compound 6e showed the highest antibacterial activity against Bacillus subtilis with a minimum inhibitory concentration (MIC) value of 1.9 μg/mL. In addition, the in vitro cytotoxic activities of the title compounds were also assayed against three human carcinoma cell lines (MCF-7, SMMC-7721, and HeLa) through the MTT colorimetric method. As a result, compounds 6b, 6g, 6k, and 6m exhibited significant inhibition against at least one cell line with IC50 values below 10 μM. Compound 6m was especially found to be the most potent derivative with IC50 values of 2.26 ± 0.23, 0.97 ± 0.11, and 1.89 ± 0.31 μM against MCF-7, SMMC-7721, and HeLa cells, respectively, comparable to positive control etoposide.