(1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene hydrate hydrobromide

• ChemBase ID: 130881
• Molecular Formular: C18H28BrNO2
• Molecular Mass: 370.32442
• Monoisotopic Mass: 369.13034114
• SMILES: CN1CC[C@@]23CCCC[C@@H]2[C@H]1Cc1c3cc(cc1)OC.O.Br
• Canonical SMILES: COc1ccc2c(c1)[C@@]13CCCC[C@@H]3[C@@H](C2)N(CC1)C.O.Br
• InChI: InChI=1S/C18H25NO.BrH.H2O/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H;1H2/t15-,17+,18+;;/m1../s1
• InChIKey: STTADZBLEUMJRG-IKNOHUQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-triene hydrate hydrobromide
• IUPAC Traditional name: dextromethorphan hydrate hydrobromide
• Synonyms: d-3-Methoxy-N-methylmorphinan hydrobromide monohydrate; (9S,13S,14S)-3-Methoxy-17-methylmorphinan hydrobromide; Dextromethorphan hydrobromicum; (9α,13α,14α)-3-Methoxy-17-methylmorphinan Hydrobromide Hydrate; 3-Methoxy-17-methyl-9α,13α,14α-morphinan Hydrobromide Hydrate; (+)-3-Methoxy-N-methylmorphinan Hydrobromide Monohydrate; Dextromethorphan Hydrobromide Monohydrate; Dextromethorphan hydrobromide monohydrate; Dextromethorphan hydrobromide; 氢溴酸右美沙芬; (9S,13S,14S)-3-Methoxy-17-methylmorphinan 氢溴酸盐; 右美沙芬 氢溴酸盐 一水合物; 右美沙芬 氢溴酸盐 一水合物; 右美沙芬 氢溴酸盐

Database IDs

• CAS Number: 6700-34-1
• MDL Number: MFCD02173901
• Beilstein Number: 6453793
• PubChem SID: 24893336; 162225159; 24278363; 24894320; 24887637
• PubChem CID: 5462351

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.050376788
• LogD (pH = 7.4): 1.0825826
• Log P: 3.4937744
• Molar Refractivity: 82.5632 cm^3
• Polarizability: 32.306057 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 116-119°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: USDEA Schedule II

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444)

Product Information

• Purity: ≥99% (TLC)
• Grade: analytical standard; Ph Eur
• Packaging: vial of 2 g
• Suitability: meets USP testing specifications
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to PhEur D0740000; traceable to USP 1181007
• Empirical Formula (Hill Notation): C18H25NO · HBr · H2O

DETAILS

Sigma Aldrich - D2531

Biochem/physiol Actions
Allosteric antagonist at NMDA-controlled ion channels; antagonist at voltage-dependent channels

Sigma Aldrich - D1053

包装
Supplied in amber screw-cap vials

Toronto Research Chemicals - D299455

An antitussive drug. Orally active synthetic morphine analog. Analgesic (narcotic). Racemethorphan and levomethorpham are controlled substances (opiates).

REFERENCES

• Hafliger, et al.: Helv. Chim. Acta, 39, 2053 (1956)
• Cox, B.M., et al.: Br. J. Pharmacol. Chemother., 27, 81 (1956)
• Hou, Chia-Hui; Tzeng, J., et al.: Eur. J. Pharmacol., 544, 10 (1956)