2-Naphthohydrazide

Base Information

• Chemical Name: 2-Naphthohydrazide
• CAS No.: 39627-84-4
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• Hs Code.: 2928000090
• European Community (EC) Number: 254-547-7
• UNII: QUU59P67B5
• DSSTox Substance ID: DTXSID40192731
• Nikkaji Number: J261.407C
• Wikidata: Q83065397
• ChEMBL ID: CHEMBL153973
• Mol file: 39627-84-4.mol

Synonyms:2-Naphthohydrazide;2-Naphthhydrazide;39627-84-4;naphthalene-2-carbohydrazide;2-naphthoic hydrazide;2-Naphthalenecarboxylic acid, hydrazide;.beta.-Naphthoylhydrazine;Naphthalene-2-carboxylic acid hydrazide;CHEMBL153973;EINECS 254-547-7;ss-Naphthoylhydrazin;2-naphthoylhydrazine;2-Naphthoylhydrazide;2-Naphthohydrazide #;beta-Naphthoylhydrazine;2-naphthoic acid hydrazide;QUU59P67B5;SCHEMBL1149678;DTXSID40192731;BBL001791;BDBM50320733;MFCD00016810;STK331010;AKOS000143576;FS-4780;SB86046;CS-0186675;FT-0613118;FT-0613120;EN300-44166;E75825;AN-068/40771566;Z58981879

Chemical Property of 2-Naphthohydrazide

Chemical Property:

• Melting Point: 146-148 °C
• Refractive Index: 1.672
• Boiling Point: 302-304°C 725mm
• PKA: 12.65±0.30(Predicted)
• Flash Point: 302-304°C/725mm
• PSA: 55.12000
• Density: 1.232 g/cm³
• LogP: 2.53450
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

2-Naphthohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)NN

Technology Process of 2-Naphthohydrazide

There total 11 articles about 2-Naphthohydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

methyl naphthalene-2-carboxylate (2459-25-8) → 2-naphthohydrazide (39627-84-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 55 ℃; for 0.666667h;

DOI:10.1016/j.ejmech.2011.01.045

Reference yield: 88.0%

methyl naphthalene-2-carboxylate (2459-25-8) + hydrazine monohydrate (NH2NH2.H2O) → 2-naphthohydrazide (39627-84-4)

Guidance literature:

In ethanol; water;

Reference yield: 85.0%

ethyl-2-naphthoate (3007-91-8) → 2-naphthohydrazide (39627-84-4)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

DOI:10.1016/j.bmc.2011.11.057

upstream raw materials:

naphthalene-2-carboxamidrazone

acetic anhydride

2-naphthaloyl chloride

hydrazine hydrate

Downstream raw materials:

β-naphthaldehyde

N,N'-di-[2]naphthoyl-hydrazine

N-(biphenyl-4-carbonyl)-N'-[2]naphthoyl-hydrazine

Refernces

• 1、 Cordeiro, Natália M.,Freitas, Rosana H. C. N.,Fraga, Carlos A. M.,Fernandes, Patricia D.. "Discovery of novel orally active tetrahydro-naphthyl-N-acylhydrazones with in vivo anti-TNF-α effect and remarkable anti-inflammatory properties". . . Retrieved 2016.
• 2、 Freitas, Rosana H. C. N.,Cordeiro, Natália M.,Carvalho, Patrícia R.,Alves, Marina A.,Guedes, Isabella A.,Valerio, Tayna S.,Dardenne, Laurent E.,Lima, Lídia M.,Barreiro, Eliezer J.,Fernandes, Patrícia D.,Fraga, Carlos A. M.. "Discovery of naphthyl-N-acylhydrazone p38α MAPK inhibitors with in vivo anti-inflammatory and anti-TNF-α activity". . p. 391 - 397. Retrieved 2018.
• 3、 Alves, Marina A.,Chaves, Lorrane S.,Fernandes, Patrícia D.,Fraga, Carlos A. M.,Guerra, Fabiana S.,Rodrigues, Daniel A.,Sagrillo, Fernanda S.,Sant'Anna, Carlos M. R.,Thota, Sreekanth,de Sena M. Pinheiro, Pedro. "Design, Synthesis, and Pharmacological Evaluation of First-in-Class Multitarget N-Acylhydrazone Derivatives as Selective HDAC6/8 and PI3Kα Inhibitors". supporting information. . Retrieved 2020/02/25.
• 4、 Baud, Damien,Bebrone, Carine,Becker, Katja,Benvenuti, Manuela,Cerboni, Giulia,Chelini, Giulia,Cutolo, Giuliano,De Luca, Filomena,Docquier, Jean-Denis,Feller, Georges,Fischer, Marina,Galleni, Moreno,Gavara, Laurent,Gresh, Nohad,Kwapien, Karolina,Legru, Alice,Mangani, Stefano,Mercuri, Paola,Pozzi, Cecilia,Sannio, Filomena,Sevaille, Laurent,Tanfoni, Silvia,Verdirosa, Federica,Berthomieu, Dorothée,Bestgen, Beno?t,Frère, Jean-Marie,Hernandez, Jean-Fran?ois. "4-Amino-1,2,4-triazole-3-thione-derived Schiff bases as metallo-β-lactamase inhibitors". . . Retrieved 2020/09/16.