50561-16-5

Basic information

• Product Name: 1H-pyrrole-3-carbohydrazide
• CAS NO: 50561-16-5
• Molecular Formula: C₅H₇N₃O
• Molecular Weight: 125.1286
• Mol File: 50561-16-5.mol
• Article Data: 4

Chemical Properties

• Density: 1.313g/cm³
• Refractive Index: 1.614
• CAS DataBase Reference: 1H-pyrrole-3-carbohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-pyrrole-3-carbohydrazide(50561-16-5)
• EPA Substance Registry System: 1H-pyrrole-3-carbohydrazide(50561-16-5)

Safety Data

• Hazardous Substances Data: 50561-16-5(Hazardous Substances Data)

Usage

Type of Compound

Heterocyclic compound.

Structure

Contains a five-membered ring of four carbon atoms and one nitrogen atom.

Usage

Commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals.

Biological Activities

Investigated for its potential anti-tumor and anti-inflammatory properties.

Applications

Used in the field of material science, particularly as a building block for the construction of organic polymers.

Reactivity

Versatile reactivity, making it a valuable starting material for the development of new drugs and materials.

Upstream product

• 2703-17-5 methyl 1H-pyrrole-3-carboxylate 
• 931-03-3 1H-pyrrole-3-carboxylic acid 

Downstream Products

• 1412407-30-7 C₁₉H₂₃N₅OS 
• 111469-20-6 3-<(2-tosylhydrazino)carbonyl>pyrrole 
• 111469-06-8 2-methyl-1,4-bis<(benzyloxycarbonyl)amino>butane 
• 111469-11-5 (+/-)-2-methyl-butane-1,4-diyldiamine; hydrochloride 
• 15657-58-6 2-methyl-1,4-butanediamine 
• 7126-39-8 pyrrole-3-carboxaldehyde 

Relevant articles and documents

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Structure-activity relationship studies and biological characterization of human NAD+-dependent 15-hydroxyprostaglandin dehydrogenase inhibitors

The structure-activity relationship (SAR) study of two chemotypes identified as inhibitors of the human NAD+-dependent 15-hydroxyprostaglandin dehydrogenase (HPGD, 15-PGDH) was conducted. Top compounds from both series displayed potent inhibition (IC50 2 production in A549 lung cancer and LNCaP prostate cancer cells.

Synthesis of 2-Alkylputrescines from 3-Alkylpyrroles

Acylation of 2-(trichloroacetyl)pyrrole gave the 4-acyl derivatives (from 4-formyl to 4-hexanoyl) in good yields.Alkaline treatment gave corresponding 4-acyl-2-pyrrolecarboxylic acids, were decarboxylated to the 3-acylpyrroles by prior conversion to the 3-acyl-2,4,5-triiodopyrroles followed by hydrogenolysis.The 3-acylpyrroles were reduced by treatment with hydrazine in alkaline medium to the 3-alkylpyrroles.The latter were ring-opened by treatment with hydroxylamine in the presence of bicarbonate to give the dioximes of the corresponding 2-alkylsuccinaldehydes, which were then reduced to the 2-alkylpurescines (1,4-diaminobutanes).Ring-opening of 2,3-dimethylpyrrole followed by reduction of the dioxime gave 1,2-dimethylputrescine; the same sequence gave 1,3-dimethylputrescine from 2,4-dimethylpyrrole, while 3,4-dimethylpyrrole did not ring-open and gave the dioxime of 3,4-dimethylmaleimide.