1483-24-5

Basic information

• Product Name: Benzoic acid, 1-methylhydrazide (6CI,7CI,8CI,9CI)
• Synonyms: Benzoic acid, 1-methylhydrazide (6CI,7CI,8CI,9CI);Benzoic acid 1-methylhydrazide;N-Methylbenzohydrazide
• CAS NO: 1483-24-5
• Molecular Formula: C₈H₁₀N₂O
• Molecular Weight: 150.1778
• Product Categories: AMIDE
• Mol File: 1483-24-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 47-49 °C
• Boiling Point: 257.6 °C at 760mmHg
• Flash Point: 109.6 °C
• Appearance: /
• Density: 1.138 g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.574
• PKA: 3.22±0.10(Predicted)
• CAS DataBase Reference: Benzoic acid, 1-methylhydrazide (6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 1-methylhydrazide (6CI,7CI,8CI,9CI)(1483-24-5)
• EPA Substance Registry System: Benzoic acid, 1-methylhydrazide (6CI,7CI,8CI,9CI)(1483-24-5)

Safety Data

• Hazardous Substances Data: 1483-24-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 341, 1987 DOI: 10.1016/S0040-4039(00)95723-X

InChI:InChI=1/C8H10N2O/c1-10(9)8(11)7-5-3-2-4-6-7/h2-6H,9H2,1H3

Upstream product

• 93-97-0 benzoic acid anhydride 
• 60-34-4 methylhydrazine 
• 98-88-4 benzoyl chloride 
• 63412-06-6 N-methyl-N-nitrosobenzamide 
• 2085-31-6 2-diazo-1,3-diphenylpropane-1,3-dione 
• 7732-18-5 water 
• 74-88-4 methyl iodide 
• 287729-09-3 N-methyl-N-benzoylaminophthalimide 
• 515863-44-2 N-methyl-N-benzoylaminotetrachlorophthalimide 
• 16067-65-5 N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-benzamide 
• 613-94-5 benzoic acid hydrazide 
• 184637-68-1 N-benzoylaminotetrachlorophthalimide 
• 16067-61-1 1-Benzoyl-2-(o-carboxy-benzoyl)-hydrazin 
• 120-46-7 1,3-diphenylpropanedione 

Downstream Products

• 21150-15-2 N,N'-dibenzoyl-N-methyl-hydrazine 
• 60-34-4 methylhydrazine 
• 1924-86-3 benzaldehyde N-methyl-N-benzoylhydrazone 
• 37764-98-0 5-benzenesulfonylamino-3-methyl-2-phenyl-[1,3,4]thiadiazolium betaine 
• 7111-94-6 3-methyl-2-phenyl-5-thioxo-4,5-dihydro-[1,3,4]oxadiazolium betaine 
• 53085-47-5 3-methyl-5-methylamino-2-phenyl-[1,3,4]oxadiazolium; chloride 
• 71141-20-3 Benzoic acid N'-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazide 
• 34257-39-1 5-anilino-3-methyl-2-phenyl-[1,3,4]oxadiazolium; chloride 
• 34257-40-4 5-(4-chloro-anilino)-3-methyl-2-phenyl-[1,3,4]oxadiazolium; chloride 
• 34233-03-9 3-methyl-5-(4-methyl-anilino)-2-phenyl-[1,3,4]oxadiazolium; chloride 
• 51592-29-1 N'-Benzoyl-N'-methyl-hydrazinecarbothioic acid O-methyl ester 
• 13136-26-0 1-Benzoyl-1-methyl-4-phenylsemicarbazid 
• 13136-29-3 1-benzoyl-1-methyl-4-phenyl thiosemicarbazide 
• 53085-49-7 C₁₆H₁₇N₃O₂ 

Relevant articles and documents

Synthesis of 3-methyl-[1,2,4]-triazepino[6,5,4-jk]carbazol-4(3H)one

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Synthesis of phthalazinones via palladium(ii)-catalysed intramolecular oxidative C-H/C-H cross-coupling of N′-methylenebenzohydrazides

A palladium(ii)-catalysed intramolecular oxidative C-H/C-H cross-coupling of N′-methylenebenzohydrazides to phthalazin-1(2H)-ones has been developed. This cyclization is believed to mechanistically proceed via electrophilic ortho-palladation and subsequen

Insertion and fragmentation of 2-ferrocenylmethylidene-1, 3-diketones upon their reactions with N-methylhydrazine

(Chemical Equation Presented) Reactions of 2-ferrocenylmethylidene-1,3- diketones (1a-c) with methylhydrazine afford mainly insertion products (～40-58%), viz., 1-(N′-acyl-N′-methylhydrazino)-1-ferrocenyl-2- acylethanes (7a-d), together with lesser amounts

Synthesis and antitumor activity of methyltriazene prodrugs simultaneously releasing DNA-methylating agents and the antiresistance drug O 6-benzylguanine

Active resistance of tumor cells against DNA alkylating agents arises by the production of high levels of the DNA repair protein O6- alkylguanine-DNA alkyltransferase (AGT). This resistance during treatment with, for example, the anticancer agent temozolomide can be reversed by administration of O6-benzylguanine, a purine that transfers its benzyl group to AGT and irreversibly inactivates it. Stimulated by the favorable therapeutic properties of temozolomide we designed and synthesized DNA-methylating triazenes built on the anti-resistance benzylguanine ring system. The condensation reaction between 2-nitrosopurines and acylhydrazines proved to be very suitable to prepare acylated methyltriazenes. Fine-tuning of the release rate of both the methylating agent (diazomethane) and of O6-benzylguanine was accomplished by variation of the hydrolysis-sensitive acyl substituent in 5. Hydrolysis studies were performed with 1H NMR and revealed that the p-nitrophenyl substituted triazene 26 showed an optimal hydrolysis rate (t 1/2 = 23 min) and almost 100% selectivity for the desired fragmentation route. In vitro antitumor studies in the 60 human tumor cell line panel of the National Cancer Institute confirmed the superior properties ofp-nitrophenyl-protected methyl triazene 26, showing mean IC50 values of 10 μM. compared to 100 μM for temozolomide. In analogy with temozolomide, triazene 26 showed however low preference for each of the cancer subpanels, with IC50 values between 8 and 14 μM.