(1S,2S,4R)-2-(6-chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane; (2R,3R)-2,3-dihydroxybutanedioic acid

• ChemBase ID: 153205
• Molecular Formular: C15H19ClN2O6
• Molecular Mass: 358.77416
• Monoisotopic Mass: 358.09316402
• SMILES: c1cc(ncc1[C@@H]1C[C@H]2CC[C@@H]1N2)Cl.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.Clc1ccc(cn1)[C@@H]1C[C@@H]2N[C@H]1CC2
• InChI: InChI=1S/C11H13ClN2.C4H6O6/c12-11-4-1-7(6-13-11)9-5-8-2-3-10(9)14-8;5-1(3(7)8)2(6)4(9)10/h1,4,6,8-10,14H,2-3,5H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-,9+,10+;1-,2-/m11/s1
• InChIKey: FEDAFYKDROCDJT-SIZPAGCESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4R)-2-(6-chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane; (2R,3R)-2,3-dihydroxybutanedioic acid
• IUPAC Traditional name: (1S,2S,4R)-2-(6-chloropyridin-3-yl)-7-azabicyclo[2.2.1]heptane; L(+)-tartaric acid
• Synonyms: 2S(-)-2-(6-Chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane L-tartrate; (-)-Epibatidine-L-tartrate; 2S(-)-2-(6-氯-3-吡啶基)-7-氮杂双环[2.2.1]庚烷 L-酒石酸盐; (-)-地棘蛙素-L-酒石酸盐

Database IDs

• CAS Number: 152378-30-8
• MDL Number: MFCD08705235
• PubChem SID: 162247344
• PubChem CID: 71311611

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.3915857
• LogD (pH = 7.4): -1.0436354
• Log P: 1.8435768
• Molar Refractivity: 57.3916 cm^3
• Polarizability: 22.39249 Å^3
• Polar Surface Area: 24.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white solid

Safety Information

• Storage Condition: protect from light
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 27/28
• Safety Statements: 28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310
• GHS Precautionary statements: P264-P280-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C11H13ClN2 · C4H6O6

DETAILS

Sigma Aldrich - E130

Legal Information
Manufactured and sold under license from National Institutes of Health, U.S. Patent 5,314,899.
Biochem/physiol Actions
Unnatural enantiomer of Epibatidine; two-fold less potent nicotinic agonist than its natural (+)-enantiomer