(1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate trihydrate hydrobromide

• ChemBase ID: 130861
• Molecular Formular: C17H28BrNO7
• Molecular Mass: 438.31072
• Monoisotopic Mass: 437.10491424
• SMILES: CN1[C@H]2C[C@H](C[C@@H]1[C@H]1[C@@H]2O1)OC(=O)[C@H](CO)c1ccccc1.O.O.O.Br
• Canonical SMILES: OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@@H]2N([C@H](C1)[C@H]1[C@@H]2O1)C.O.O.O.Br
• InChI: InChI=1S/C17H21NO4.BrH.3H2O/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10;;;;/h2-6,11-16,19H,7-9H2,1H3;1H;3*1H2/t11-,12-,13-,14+,15-,16+;;;;/m1..../s1
• InChIKey: LACQPOBCQQPVIT-SEYKEWMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate trihydrate hydrobromide
• IUPAC Traditional name: (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate trihydrate hydrobromide
• Synonyms: Scopolamine hydrobromide; (-)-Scopolamine hydrobromide trihydrate; (-)-东莨菪碱 氢溴酸盐 三水合物; 天仙子碱 氢溴酸盐; 莨菪胺; 东莨菪碱 氢溴酸盐; (-)-东莨菪碱 氢溴酸盐 三水合物

Database IDs

• CAS Number: 6533-68-2
• MDL Number: MFCD00150066
• Beilstein Number: 6100669
• PubChem SID: 24899453; 24277871; 162225139
• PubChem CID: 20055509

CALCULATED PROPERTIES

• Acid pKa: 15.14574
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.56972116
• LogD (pH = 7.4): 0.7621961
• Log P: 0.8949523
• Molar Refractivity: 79.7213 cm^3
• Polarizability: 32.014694 Å^3
• Polar Surface Area: 62.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white to off-white powder
• Melting Point: 195-199 °C (dry matter)(lit.)
• Optical Rotation: [α]25/D -24 to -26°, c = 5 in H2O(lit.)

Safety Information

• RTECS: YM4730000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1544
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 26/27/28
• Safety Statements: 25-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330
• GHS Precautionary statements: P260-P264-P280-P284-P301 + P310-P302 + P350
• 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 1544 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Product Information

• Purity: ≥98% (HPLC)
• Suitability: meets USP testing specifications

DETAILS

Sigma Aldrich - S1875

Biochem/physiol Actions
竞争性非选择性毒蕈碱型乙酰胆碱拮抗剂。东莨菪碱所致的实验室动物记忆障碍是常用的记忆缺陷模型。

Sigma Aldrich - S104

Biochem/physiol Actions
竞争性非选择性毒蕈碱型乙酰胆碱拮抗剂。东莨菪碱所致的实验室动物记忆障碍是常用的记忆缺陷模型。

Sigma Aldrich - S0929

Biochem/physiol Actions
竞争性非选择性毒蕈碱型乙酰胆碱拮抗剂。东莨菪碱所致的实验室动物记忆障碍是常用的记忆缺陷模型。