C5923

(−)-Cotinine

≥98% (TLC), crystals, nicotine metabolite

• Synonym(s): (S)-1-Methyl-5-(3-pyridyl)-2-pyrrolidinone, S(−)-1-Methyl-5-(3-pyridyl)-2-pyrrolidone
• Empirical Formula (Hill Notation): C₁₀H₁₂N₂O
• CAS Number: 486-56-6
• Molecular Weight: 176.22
• Beilstein/REAXYS Number: 83099
• EC Number: 207-634-9
• MDL number: MFCD00077696
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278324
• NACRES: NA.77

Properties

• Product Name: (−)-Cotinine, ≥98%
• Quality Level: 200
• assay: ≥98%
• form: crystals
• bp: 250 °C/150 mmHg (lit.)
• mp: 40-42 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CN1[C@@H](CCC1=O)c2cccnc2
• InChI: 1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
• InChI key: UIKROCXWUNQSPJ-VIFPVBQESA-N
• Gene Information: human ... CYP1A2(1544) , CYP2A6(1548) ; mouse ... Cyp2a5(13087)

Description

General description

Cotinine is an alkaloid extracted from tobacco leaves. It can cross the blood-brain barrier. Cotinine is used to treat Alzheimer′s disease (AD), schizophrenia and post-traumatic stress disorder (PTSD).

Application

Cotinine has been used:

• for oxygen-glucose deprivation (OGD) studies to model ischemic stroke
• as a standard to determine serum cotinine measurements using liquid chromatography with tandem mass spectrometry (LC-MS/MS)
• to evaluate the adverse developmental potential of cotinine
• to assess cognitive behavior in mice

Biochem/physiol Actions

Major metabolite of nicotine in humans.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H315,H319,H335
• pcodes: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves