methyl (2R,3S)-3-(benzoyloxy)-8-(2H3)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase ID: 153418
• Molecular Formular: C17H21NO4
• Molecular Mass: 303.35294
• Monoisotopic Mass: 303.14705816
• SMILES: CN1C2CCC1[C@@H]([C@H](C2)OC(=O)c1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1[C@H](CC2N(C1CC2)C)OC(=O)c1ccccc1
• InChI: InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12?,13?,14-,15+/m0/s1
• InChIKey: ZPUCINDJVBIVPJ-PFSRBDOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3S)-3-(benzoyloxy)-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: methyl (2R,3S)-3-(benzoyloxy)-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• Synonyms: Ecgonine methyl-d3 ester benzoate solution; Cocaine-d3 solution; 3-Benzoyloxy-8-(methyl-d3)-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester; Cocaine-d3; 甲基芽子碱-d3苯甲酸甲酯 溶液; 可卡因-d3 溶液; 3-苯甲酰氧基-8-(甲基-d3)-8-氮杂双环[3.2.1]辛烷-2-羧酸甲酯; 可卡因-d3

Database IDs

• CAS Number: 65266-73-1
• MDL Number: MFCD00278773
• PubChem SID: 24882025; 162247557
• PubChem CID: 16217586

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.8337083
• LogD (pH = 7.4): 0.82485026
• Log P: 2.282108
• Molar Refractivity: 81.1604 cm^3
• Polarizability: 32.167484 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 2 °C; 35.6 °F
• Mass Shift: M+3

Safety Information

• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1230; 1648
• German water hazard class: 2; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-20/21/22-36; 11-26/27/28-43
• Safety Statements: 16-22-36-45; 16-26-36/37
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302 + H312 + H332-H319
• GHS Precautionary statements: P210-P280-P305 + P351 + P338
• RID/ADR: UN 1230 3/PG 2; UN 1648 3/PG 2
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Concentration: 1 mg/mL in acetonitrile
• Grade: analytical standard, for drug analysis
• Isotopic Purity: 98 atom % D; 99 atom % D
• Linear Formula: C17D3H18NO4
• Empirical Formula (Hill Notation): C17H18D3NO4