43038-45-5

Basic information

• Product Name: 1-NAPHTHHYDRAZIDE
• Synonyms: ALPHA-NAPHTHOYLHYDRAZINE;AKOS BC-1515;1-NAPHTHOIC HYDRAZIDE;1-NAPHTHOHYDRAZIDE;1-NAPHTHOIC ACID HYDRAZIDE;1-NAPHTHHYDRAZIDE;1-NAPHTHALENECARBOHYDRAZIDE;1-Naphthalenecarboxylic acid, hydrazide
• CAS NO: 43038-45-5
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.21
• EINECS: 256-054-2
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Miscellaneous Compounds
• Mol File: 43038-45-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 166-168°C
• Appearance: /
• Density: 1.232 g/cm³
• Refractive Index: 1.672
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 12.65±0.30(Predicted)
• BRN: 2966714
• CAS DataBase Reference: 1-NAPHTHHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHHYDRAZIDE(43038-45-5)
• EPA Substance Registry System: 1-NAPHTHHYDRAZIDE(43038-45-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 43038-45-5(Hazardous Substances Data)

Usage

General Description

1-Naphthyl hydrazide, also known as 1-Naphthalene hydrazide, is an aromatic compound with the molecular formula C10H8N2O. It is a white to light yellow crystalline powder that is used in the chemical synthesis of various organic compounds. It is commonly employed as a reagent in the production of pharmaceuticals, dyes, and other chemical products. 1-Naphthyl hydrazide is also utilized in the field of biochemistry and molecular biology as a reagent for detecting and quantifying certain types of biomolecules, such as lipids and ketones. Additionally, it has potential applications in the field of agriculture as a plant growth regulator. 1-NAPHTHHYDRAZIDE should be handled and stored with caution due to its potential health hazards and should only be used in a laboratory setting by trained individuals.

InChI:InChI=1/C11H10N2O/c12-13-11(14)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,12H2,(H,13,14)

Upstream product

• 879-18-5 naphthalene-1-carbonic acid chloride 
• 86-55-5 1-naphthalenecarboxylic acid 
• 3007-97-4 ethyl 1-naphthoate 
• 2459-24-7 methyl 1-naphthoate 
• 90-11-9 1-Bromonaphthalene 

Downstream Products

• 64001-71-4 2-(naphthalen-1-yl)-1,3,4-oxadiazole 
• 6917-53-9 1-α-Naphthoyl-2-β-naphthoyl-hydrazin 
• 15081-49-9 3-<1-Naphthoyl>-carbazinsaeure-p-nitrophenylester 
• 70491-78-0 Naphthalene-1-carboxylic acid N'-(3-oxo-3-phenyl-1-p-tolyl-propyl)-hydrazide 
• 70284-63-8 Naphthalene-1-carboxylic acid N'-[3-(4-bromo-phenyl)-3-oxo-1-phenyl-propyl]-hydrazide 
• 70284-61-6 Naphthalene-1-carboxylic acid N'-[3-(4-bromo-phenyl)-1-(4-chloro-phenyl)-3-oxo-propyl]-hydrazide 
• 70284-60-5 Naphthalene-1-carboxylic acid N'-(3-oxo-1,3-diphenyl-propyl)-hydrazide 
• 116082-89-4 5-[1]naphthyl-3H-[1,3,4]oxadiazole-2-thione 
• 807628-38-2 C₃₅H₃₅N₅O₅Si 
• 63018-93-9 9-(naphthalen-1-yl)-10-phenylanthracene 
• 1071026-15-7 2-Naphthalen-1-yl-5-phenyl-[1,3,4]oxadiazin-6-one 

Relevant articles and documents

N-Amino-1,8-Naphthalimide is a Regenerated Protecting Group for Selective Synthesis of Mono-N-Substituted Hydrazines and Hydrazides

A new route to synthesis of various mono-N-substituted hydrazines and hydrazides by involving in a new C?N bond formation by using N-amino-1,8-naphthalimide as a regenerated precursor was invented. Aniline and phenylhydrazines are reproduced upon reacting these individually with 1,8-naphthalic anhydride followed by hydrazinolysis. The practicality and simplicity of this C?N dihalo alkanes; developed a synthon for bond formation protocol was exemplified to various hydrazines and hydrazides. N-amino-1,8-naphthalimide is suitable synthon for transformation for selective formation of mono-substituted hydrazine and hydrazide derivatives. Those are selective mono-amidation of hydrazine with acid halides; mono-N-substituted hydrazones from aldehydes; synthesis of N-aminoazacycloalkanes from acetohydrazide scaffold and inserted to hydroxy derivatives; distinct synthesis of N,N-dibenzylhydrazines and N-benzylhydrazines from benzyl halides; synthesis of N-amino-amino acids from α-halo esters. Ecofriendly reagent N-amino-1,8-naphthalimide was regenerated with good yields by the hydrazinolysis in all procedures.

Synthesis and structural study of some N-acyl-4-allylsemicarbazides and the product of their cyclization with a potential antimicrobial activity

In this paper semicarbazide (2a-2h) and 1,2,4-trazole (3a-3h) derivatives with allyl group were synthesized. All compounds were tested in vitro for their antimicrobial activity showing different activity to E. coli, S. aureus, S. epidermidis, M. smegmatis, M. phlei and M. tuberculosis H37Ra. The antimicrobial activity is showed 2g against S. epidermidis, 3g against E. coli and S. epidermidis and 3h against E. coli. The crystal structure of determinations of 2b, 2d, 3b, 3c and 3e were undertaken in order to confirm the synthesis pathway and identification of their tautomeric forms in the crystalline state. Theoretical calculations showed that the physico-chemicals (logP) and electronic properties (MEP distribution, energy localization of HOMO and LUMO orbitals) are related to observed antimicrobial activity of investigated compounds. The molecular docking study carried out for the most active against M. tuberculosis compound 3b using the M. tuberculosis cytochrome P450 CYP121 showed that this compound binds to the active site of P450 by hydrogen bonds via water molecule with the amino acid residue of Met86A and molecule of hem.

Design, Synthesis, and Pharmacological Evaluation of First-in-Class Multitarget N-Acylhydrazone Derivatives as Selective HDAC6/8 and PI3Kα Inhibitors

Targeting histone deacetylases (HDACs) and phosphatidylinositol 3-kinases (PI3Ks) is a very promising approach for cancer treatment. This manuscript describes the design, synthesis, in vitro pharmacological profile, and molecular modeling of a novel class of N-acylhydrazone (NAH) derivatives that act as HDAC6/8 and PI3Kα dual inhibitors. The surprising selectivity for PI3Kα may be related to differences in the conformation in the active site. Cellular studies showed that these compounds act in HDAC6 inhibition and the PI3/K/AKT/mTOR pathway. The compounds that are selective for inhibition of HDAC6/8 and inhibit PI3Kα show potential for the treatment of cancer.