59578-62-0

Basic information

• Product Name: 4-Hydroxy-1-(3-pyridyl)-1-butanone
• Synonyms: 4-hydoxy-1-(3-pyridyl)-1-butanone;4-Hydroxy-1-(Pyridin-3-Yl)Butan-1-One;1-Butanone,4-hydroxy-1-(3-pyridinyl)-;4-Hydroxy-1-(3-pyridinyl)-1-butanone;4-Hydroxy-1-(Pyridin-3-Yl)Butan-1-One(WXC01993)
• CAS NO: 59578-62-0
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Product Categories: Nicotine Derivatives;Aromatics;Heterocycles
• Mol File: 59578-62-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 34-37°C
• Boiling Point: 345.6°C at 760 mmHg
• Flash Point: 162.8°C
• Appearance: /
• Density: 1.141g/cm³
• Vapor Pressure: 2.3E-05mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: 4-Hydroxy-1-(3-pyridyl)-1-butanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-1-(3-pyridyl)-1-butanone(59578-62-0)
• EPA Substance Registry System: 4-Hydroxy-1-(3-pyridyl)-1-butanone(59578-62-0)

Safety Data

• Hazardous Substances Data: 59578-62-0(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

InChI:InChI=1/C9H11NO2/c11-6-2-4-9(12)8-3-1-5-10-7-8/h1,3,5,7,11H,2,4,6H2

Upstream product

• 96-48-0 4-butanolide 
• 626-55-1 3-Bromopyridine 
• 114085-43-7 3-(3-pyridyl)-5-acetoxymethylisoxazoline 
• 64091-91-4 4-(N-methyl-N-nitrosoamino)-1-(3-pyridyl)-1-butanone 
• 532-12-7 Myosmine 
• 68743-68-0 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone 
• 961-07-9 9-(2'-deoxyribofuranosyl)guanine 

Downstream Products

• 5746-86-1 rac-nornicotine 
• 54-11-5 nicotin 
• 75652-51-6 3-(1-benzylpyrrolidin-2-yl)pyridine 
• 22083-74-5 3-(1-methyl-pyrrolidin-2-yl)-pyridine 
• 76014-83-0 4-Hydroxy-4-(3-pyridyl)-butanol 
• 117574-63-7 1-acetoxy-4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-4-(3-pyridyl)butane 
• 117574-62-6 1-acetoxy-4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-4-(3-pyridyl)-3-butene 
• 117574-50-2 5-(2,5-dimethoxy-3,4,6-trimethylphenyl)-5-(3-pyridyl)pentanoic acid 
• 129813-45-2 1-(2,5-Dimethoxy-3,4,6-trimethyl-phenyl)-1-pyridin-3-yl-butane-1,4-diol 
• 117574-70-6 4-cyano-1-(2,5-dimethoxy-3,4,6-trimethylphenyl)-1-(3-pyridyl)butane 
• 117574-64-8 4-(2,5-dimethoxy-3,4,6-trimethylphenyl)-4-(3-pyridyl)-1-butanol 
• 117574-34-2 5-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-5-(pyridin-3-yl)pentanoic acid 
• 494-97-3 nornicotine 
• 76014-80-7 4-Oxo-1-(3-pyridyl)-1-butanone 

Relevant articles and documents

Synthesis of 15N-labelled nornicotine and 15N-labelled nicotine

The synthesis of 15N-labelled nornicotine 2 and 15N-labelled nicotine 1 is described via the reductive aminocyclization of a 1,4-ketoaldehyde with a corresponding amine in the presence of sodium cyanoborohydride. Yields of 30% and 26

Identification of an N′-Nitrosonornicotine-Specific Deoxyadenosine Adduct in Rat Liver and Lung DNA

The tobacco-specific nitrosamines N′-nitrosonornicotine (NNN) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) are considered to be two of the most important carcinogens in unburned tobacco and its smoke. They readily cause tumors in laboratory animals and are classified as "carcinogenic to humans"by the International Agency for Research on Cancer. DNA adduct formation by these two carcinogens is believed to play a critical role in tobacco carcinogenesis. Among all the DNA adducts formed by NNN and NNK, 2′-deoxyadenosine (dAdo)-derived adducts have not been fully characterized. In the study reported here, we characterized the formation of N6-[4-(3-pyridyl)-4-oxo-1-butyl]-2′-deoxyadenosine (N6-POB-dAdo) and its reduced form N6-PHB-dAdo formed by NNN 2′-hydroxylation in rat liver and lung DNA. More importantly, we characterized a new dAdo adduct N6-[4-hydroxy-1-(pyridine-3-yl)butyl]-2′-deoxyadenosine (N6-HPB-dAdo) formed after NaBH3CN or NaBH4 reduction both in vitro in calf thymus DNA reacted with 5′-acetoxy-N′-nitrosonornicotine and in vivo in rat liver and lung upon treatment with NNN. This adduct was specifically formed by NNN 5′-hydroxylation. Chemical standards of N6-HPB-dAdo and the corresponding isotopically labeled internal standard [pyridine-d4]N6-HPB-dAdo were synthesized using a four-step method. Both NMR and high-resolution mass spectrometry data agreed well with the proposed structure of N6-HPB-dAdo. The new adduct coeluted with the synthesized internal standard under various LC conditions. Its product ion patterns of MS2 and MS3 transitions were also consistent with the proposed fragmentation patterns. Chromatographic resolution of the two diastereomers of N6-HPB-dAdo was successfully achieved. Quantitation suggested a dose-dependent response of the levels of this new adduct in the liver and lung of rats treated with NNN. However, its level was lower than that of 2-[2-(3-pyridyl)-N-pyrrolidinyl]-2′-deoxyinosine, a previously reported dGuo adduct that is also formed from NNN 5′-hydroxylation. The identification of N6-HPB-dAdo in this study leads to new insights pertinent to the mechanism of carcinogenesis by NNN and to the development of biomarkers of NNN metabolic activation.

Methods of using QIAPINE

Uses of QIAPINE? to treat internal bleeding, such as subdural hematoma and subarachinoid hemorrhage, and ocular bleeding, such as such as hyphema and vitreous hemorrhage, in a subject are described. Also described are uses of QIAPINE? to treat vision loss resulting from hyphema or vitreous hemorrhage.