158144-17-3

Basic information

• Product Name: (1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE
• Synonyms: CHEMBRDG-BB 3001503;AKOS BBS-00004127;(1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE;2-(1-METHYL-1H-PYRROL-2-YL)ACETOHYDRAZIDE;2-(1-methyl-1H-pyrrol-2-yl)acetohydrazide(SALTDATA: FREE);2-(1-methyl-2-pyrrolyl)acetohydrazide;2-(1-methylpyrrol-2-yl)acetohydrazide;2-(1-methylpyrrol-2-yl)ethanehydrazide
• CAS NO: 158144-17-3
• Molecular Formula: C₇H₁₁N₃O
• Molecular Weight: 153.18
• Product Categories: Heterocyclic Building Blocks
• Mol File: 158144-17-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 390.8°C at 760 mmHg
• Flash Point: 190.2°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 2.58E-06mmHg at 25°C
• Refractive Index: 1.582
• PKA: 13.25±0.18(Predicted)
• CAS DataBase Reference: (1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE(158144-17-3)
• EPA Substance Registry System: (1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE(158144-17-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 158144-17-3(Hazardous Substances Data)

Usage

General Description

(1-Methyl-1H-pyrrol-2-yl)-acetic acid hydrazide is a chemical compound with the molecular formula C7H10N2O2. It is a hydrazide derivative of acetohydrazide and is primarily used in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemical reactions, particularly in the formation of hydrazones and semicarbazones. (1-METHYL-1H-PYRROL-2-YL)-ACETIC ACID HYDRAZIDE has potential applications in the pharmaceutical industry as a building block for the synthesis of various bioactive compounds. Additionally, it may have other industrial uses, such as in the production of polymers or as a stabilizer in organic solvents.

InChI:InChI=1/C7H11N3O/c1-10-4-2-3-6(10)5-7(11)9-8/h2-4H,5,8H2,1H3,(H,9,11)

Upstream product

• 49669-45-6 ethyl (1-methyl-1H-pyrrol-2-yl)acetate 
• 21898-59-9 1-methylpyrrole-2-acetic acid 

Downstream Products

• 351157-86-3 C₁₄H₁₆N₄O₂ 
• 716364-11-3 C₁₄H₂₂N₄O₂ 
• 891005-41-7 4-(4-bromophenyl)-1-[(1-methylpyrrol-2-yl)acetyl]semicarbazide 
• 1217115-24-6 4-benzyl-1-[(1-methylpyrrol-2-yl)acetyl]semicarbazide 
• 904850-40-4 C₁₆H₂₀N₄O₃ 
• 1130206-81-3 4,4'-bis[1-(1-methylpyrrole-2-yl)acetyl-semicarbazide]diphenylmethane 
• 1130206-86-8 4,4'-bis[3-(1-methylpyrrol-2-yl)methyl-1,2,4-triazolin-5-on-4-yl]diphenylmethane 
• 1217115-30-4 4-bromophenyl-3-[(1-methylpyrrol-2-yl)methyl]-4,5-dihydro-1,2,4-triazolin-5-one 
• 875329-75-2 C₁₅H₁₈N₄O₂S 
• 875329-80-9 3-[(1-methylpyrrol-2yl)methyl]-4-(4-methoxyphenyl)-1,2,4-triazoline-5-thione 
• 503020-90-4 1-[(1-methylpyrrol-2-yl)acetyl]-4-phenylthiosemicarbazide 
• 682745-47-7 3-[(1-methylpyrrol-2yl)methyl]-4-phenyl-1,2,4-triazoline-5-thione 
• 875329-77-4 C₁₅H₁₈N₄OS 
• 875329-82-1 4-benzyl-3-[(1-methylpyrrol-2yl)methyl]-1,2,4-triazoline-5-thione 

Relevant articles and documents

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.

Synthesis, experimental and theoretical study on the structure of some semicarbazides with potential antibacterial activity

A series of 1,4-disubstituted semicarbazide and 4,4'-bis[1-substituted semicarbazide]diphenyl-methane derivatives were synthesized to explore their antibacterial activity. New compounds were characterized by elemental analysis and spectroscopic data. In order to find the tautomeric equilibrium for the molecules energy calculations for each possible tautomeric form of model compound 2, and for the most antibacterially active compound 7 in the investigated series, were calculated for the gas phase at the RHF/SCF/6-31G** level of theory.