4192-31-8

Basic information

• Product Name: 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE
• Synonyms: 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE;3-succinoylpyridine;4-oxo-4-pyridin-3-yl-butanoic acid;-Oxo-3-pyridinebutyric Acid;4-keto-4-(3-pyridyl)butyric acid;4-Oxo-4-(pyridin-3-yl)butanoic acid HCl;γ-Oxo-3-pyridinebutyric Acid Also see: P992575 ;4-(3-Pyridyl)-4-oxobutyric Acid
• CAS NO: 4192-31-8
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 215.63
• Product Categories: Nicotine Derivatives
• Mol File: 4192-31-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 129-130°C
• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 199.2°C
• Appearance: /
• Density: 1.263g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: DMSO, Methanol
• CAS DataBase Reference: 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE(4192-31-8)
• EPA Substance Registry System: 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE(4192-31-8)

Safety Data

• Hazardous Substances Data: 4192-31-8(Hazardous Substances Data)

Usage

Description

4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE, also known as γ-Oxo-3-pyridinebutyric Acid, is a monocarboxylic acid derivative of succinic acid with a pyridin-3-yl group replacing the hydroxy group of one of its carboxy groups. It is a white powdery substance and is a metabolite of tobacco-specific N-nitrosamines, generated by cytochrome P-450, which catalyzes methyl itrosaminopyridylbutanone hydroxylation. This nicotine metabolite is commonly found in the urine of smokers.

Uses

Used in Organic Synthesis:
4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE is used as an intermediate in organic synthesis for the production of various chemical compounds.
Used in Metabolite Research:
As a metabolite of NNK (Cat. # M325750), 4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE is used in research related to tobacco-specific N-nitrosamines and their effects on human health, particularly in the context of smoking.
Used in Pharmaceutical Industry:
4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE is used as a key compound in the development of pharmaceuticals targeting nicotine addiction and related health issues.
Used in Analytical Chemistry:
4-(PYRID-3-YL)-4-OXO-BUTYRIC ACID HYDROCHLORIDE is used as a reference material in analytical chemistry for the identification and quantification of nicotine metabolites in biological samples, such as urine.

Upstream product

• 6221-12-1 3-Bromoacetylpyridine 
• 996-82-7 sodium diethylmalonate 
• 54109-95-4 diethyl 3-pyridylcarbonylsuccinate 
• 350-03-8 methyl-3-pyridylketone 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 
• 6283-81-4 3-oxo-3-pyridin-3-yl-propionic acid ethyl ester 
• 500-22-1 3-pyridinecarboxaldehyde 
• 61192-47-0 methyl 4-oxo-4-(pyridin-3-yl)butyrate 
• 1121-07-9 N-methylsuccinimide 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 926-26-1 di-tert-Butyl succinate 
• 123-25-1 succinic acid diethyl ester 

Downstream Products

• 59086-27-0 ethyl 4-oxo-4-(pyridin-3-yl)butanoate 
• 17708-87-1 5-(pyridin-3-yl)pyrrolidin-2-one 
• 20971-79-3 5‐(3‐pyridyl)tetrahydrofuran‐2‐one 
• 106263-26-7 γ-<(2-nitrophenyl)hydrazono>-3-pyridylbutanoic acid 
• 106263-41-6 2-(2-aminophenyl)-6-(3-pyridyl)-3(2H)-pyridazinone 
• 106263-35-8 2-(2-nitrophenyl)-6-(3-pyridyl)-3(2H)-pyridazinone 
• 106263-31-4 4,5-dihydro-2-(2-nitrophenyl)-6-(3-pyridyl)-3(2H)-pyridazinone 
• 5980-06-3 S-(-)-Norcotinine 
• 1034257-50-5 N-[4-bromo-2-((3R,5S)-3,5-dimethyl-piperidine-1-carbonyl)-phenyl]-4-oxo-4-pyridin-3-yl-butyramide 
• 713-05-3 4-(3-pyridyl)-4-oxo-N-methylbutyramide 
• 61192-50-5 5-hydroxy-1-methyl-5-(3-pyridyl)-2-pyrrolidinone 
• 486-56-6 cotinine 
• 22083-74-5 3-(1-methyl-pyrrolidin-2-yl)-pyridine 
• 54-11-5 nicotin 

Relevant articles and documents

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Preparation method of artificially synthesized nicotine

The invention discloses a preparation method of artificially synthesized nicotine, and belongs to the technical field of chemical synthesis. According to the synthesis method of a racemate (+/-)-(R,S)-nicotine and a natural optical active enantiomer (-)-(S)-nicotine, nicotinate and diester of succinic acid (or N-alkyl succinimide) are taken as the primary raw materials; and defects of a conventional nicotine synthesis technology such as difficulty for massive production, high cost, and the like, are overcome. Specifically, the provided synthesis method has the advantages that the primary raw materials are easily available, the preparation technology is simple, the cost is low, the prepared nicotine does not contain any other harmful tobacco compound, and the preparation method is suitable for industrial large-scale production.

Chemoenzymatic and yeast-catalysed synthesis of diastereomeric ethyl γ-phenyl and γ-(n-pyridyl)paraconates

The synthesis of γ-phenyl and γ-(n-pyridyl)paraconates was accomplished by chemical reduction of their respective ketodiester precursors followed by cyclisation of the resulting hydroxy diester intermediates. The cis- and trans-lactones thus obtained were separated and separately subjected to enzymatic hydrolysis with HLAP. The cis-lactonic esters had enantiomeric excesses ranging from 94% to 99%, while for the trans-isomers the ee's ranged from 80% to 93%. The same ketodiester precursors were subjected to reduction with a series of yeasts. The absolute configuration of trans-(-)-2-pyridyl paraconic acid was assigned by means of X-ray analysis of its hydrobromide salt, while the absolute configurations of the other lactones were determined via analysis of their respective CD curves.