(1R,9R,10S)-17-(cyclopropylmethyl)-3,10-dimethoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-13-one hydrobromide

• ChemBase ID: 130992
• Molecular Formular: C22H30BrNO3
• Molecular Mass: 436.3825
• Monoisotopic Mass: 435.14090583
• SMILES: COc1cccc2c1[C@]13CCN([C@@H](C2)[C@@]1(CCC(=O)C3)OC)CC1CC1.Br
• Canonical SMILES: CO[C@]12CCC(=O)C[C@]32CCN([C@H]1Cc1c3c(OC)ccc1)CC1CC1.Br
• InChI: InChI=1S/C22H29NO3.BrH/c1-25-18-5-3-4-16-12-19-22(26-2)9-8-17(24)13-21(22,20(16)18)10-11-23(19)14-15-6-7-15;/h3-5,15,19H,6-14H2,1-2H3;1H/t19-,21-,22-;/m1./s1
• InChIKey: UXENCGOPJHTEEV-NCBCLDNOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9R,10S)-17-(cyclopropylmethyl)-3,10-dimethoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-13-one hydrobromide
• IUPAC Traditional name: cyprodime hydrobromide
• Synonyms: (–)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one hydrobromide; Cyprodime hydrobromide

Database IDs

• CAS Number: 118111-51-6
• MDL Number: MFCD00153789
• PubChem SID: 24892419; 162225270
• PubChem CID: 53326806

CALCULATED PROPERTIES

• Molar Refractivity: 101.1949 cm^3
• Polarizability: 39.76319 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 17.785461
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.43973088
• LogD (pH = 7.4): 1.098825
• Log P: 2.8128219

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble12 mg/mL; ethanol: soluble; H2O: insoluble
• Apperance: white solid
• Optical Rotation: [α]20/D -82.9°, c = 1.03 in 95% ethanol(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >96%

DETAILS

Sigma Aldrich - C153

Biochem/physiol Actions
Selective μ opioid receptor antagonist.
Caution
Photosensitive