methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase ID: 133449
• Molecular Formular: C15H18INO2
• Molecular Mass: 371.21339
• Monoisotopic Mass: 371.03822682
• SMILES: COC(=O)[C@H]1[C@H]2CC[C@H](N2)C[C@@H]1c1ccc(cc1)I
• Canonical SMILES: COC(=O)[C@H]1[C@H]2CC[C@H](N2)C[C@@H]1c1ccc(cc1)I
• InChI: InChI=1S/C15H18INO2/c1-19-15(18)14-12(8-11-6-7-13(14)17-11)9-2-4-10(16)5-3-9/h2-5,11-14,17H,6-8H2,1H3/t11-,12+,13+,14-/m0/s1
• InChIKey: IBOZZWGMZPMXBO-DGAVXFQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: methyl (1R,2S,3S,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• Synonyms: nor-β-CIT; (-)-2β-Carbomethoxy-3β-(4-iodophenyl)nortropane; (-)-2β-甲氧羰基-3β-(4-碘苯基)去甲托烷

Database IDs

• CAS Number: 136794-87-1
• MDL Number: MFCD07995048
• PubChem SID: 24892422; 162227726
• PubChem CID: 14930269

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.15936704
• LogD (pH = 7.4): 0.5781472
• Log P: 3.057133
• Molar Refractivity: 82.5779 cm^3
• Polarizability: 32.815704 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: dilute aqueous acid: soluble; dilute aqueous base: insoluble; ethanol: soluble; H2O: insoluble
• Apperance: yellow crystalline
• Optical Rotation: [α]25/D -67.4°, c = 1 in chloroform(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule II; Home Office Schedule 2; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C155

Biochem/physiol Actions
5-羟色胺转运体抑制剂；[123I]nor-β-CIT 的前体，用于单光子发射型计算机断层仪 (SPECT) 5-羟色胺转运体成像的放射性配体。