CAS 76014-81-8

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

Description:

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol, commonly referred to as a nitrosamine compound, is a synthetic organic molecule known for its potential carcinogenic properties. It is characterized by the presence of a nitrosamino group, which is linked to a pyridine ring and a butanol moiety. This compound is typically a colorless to pale yellow liquid or solid, depending on its specific form and purity. It is soluble in organic solvents and exhibits moderate stability under standard conditions, although it can decompose under acidic or basic environments. The presence of the pyridine ring contributes to its aromatic characteristics, while the butanol structure provides hydrophilic properties. Due to its association with tobacco products and other sources of nitrosamines, it has garnered attention in toxicology and public health research. Safety precautions are essential when handling this compound, as it is classified as a potential human carcinogen, necessitating careful management in laboratory and industrial settings.

Formula: C₁₀H₁₅N₃O₂

InChI: InChI=1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3

InChI key: InChIKey=OGRXKBUCZFFSTL-UHFFFAOYSA-N

SMILES: C(CCCN(N=O)C)(O)C=1C=CC=NC1

Synonyms:

• (±)-Nnal
• 3-Pyridinemethanol, Alpha-[3-(Methylnitrosoamino)Propyl]-
• 3-Pyridinemethanol, α-[3-(methylnitrosoamino)propyl]-
• 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol
• 4-(Methylnitrosoamino)-1--(3-Pyridyl)-1-Butanol
• 4-(N-Methyl-N-nitrosamino)-1-(3-pyridyl)butan-1-ol
• 4-[Methyl(nitroso)amino]-1-(3-pyridinyl)-1-butanol
• 76014-81-8
• Racemic 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol
• Racemic NNAL
• α-[3-(Methylnitrosoamino)propyl]-3-pyridinemethanol

NNAL

CAS: 76014-81-8

Formula: C₁₀H₁₅N₃O₂

Molecular weight: 209.25

Ref: 4Z-N-102001

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

CAS: 76014-81-8

Applications A metabolite of NNK (Cat. #M325750), a tobacco-specific nitrosamine.
References Hecht, S.S., et al.: Cancer Res., 40, 4144 (1980), Kutzer, C., et al.: J. Chromatog. Sci., 35, 1 (1997)

Formula: C₁₀H₁₅N₃O₂

Color and Shape: Colourless To Yellow

Molecular weight: 209.24

Ref: TR-M325740

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

CAS: 76014-81-8

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) is a metabolite of nicotine that has been shown to be carcinogenic in vivo. It binds to DNA, forming adducts with guanine, and can cause mutations and chromosomal aberrations. 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol is excreted in urine as a glucuronide conjugate. Its potential use as a biomarker for tobacco smoking has been demonstrated by the observation of increased levels following exposure to cigarette smoke. The urinary concentration of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol has been correlated with the risk for lung cancer in humans, and it may be useful as an analytical method for determining tobacco consumption.

Formula: C₁₀H₁₅N₃O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 209.25 g/mol

Ref: 3D-FM25896

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (1 mg/mL in Methanol)

Controlled Product

CAS: 76014-81-8

Formula: C₁₀H₁₅N₃O₂

Color and Shape: Single Solution

Molecular weight: 209.24

Ref: TR-KIT0565