(1S,6S,8S)-6-tert-butyl-3-azapentacyclo[11.8.1.03,8.09,22.016,21]docosa-9,11,13(22),16,18,20-hexaen-6-ol hydrochloride

• ChemBase ID: 130713
• Molecular Formular: C25H32ClNO
• Molecular Mass: 397.98068
• Monoisotopic Mass: 397.21724233
• SMILES: CC(C)(C)[C@@]1(CCN2C[C@H]3c4ccccc4CCc4c3c(ccc4)[C@@H]2C1)O.Cl
• Canonical SMILES: O[C@]1(CCN2[C@@H](C1)c1cccc3c1[C@@H](C2)c1ccccc1CC3)C(C)(C)C.Cl
• InChI: InChI=1S/C25H31NO.ClH/c1-24(2,3)25(27)13-14-26-16-21-19-9-5-4-7-17(19)11-12-18-8-6-10-20(23(18)21)22(26)15-25;/h4-10,21-22,27H,11-16H2,1-3H3;1H/t21-,22-,25-;/m0./s1
• InChIKey: QZRUMKUMFJJARD-AAJWHBHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6S,8S)-6-tert-butyl-3-azapentacyclo[11.8.1.0^3,^8.0^9,^2^2.0^1^6,^2^1]docosa-9,11,13(22),16,18,20-hexaen-6-ol hydrochloride
• IUPAC Traditional name: (1S,6S,8S)-6-tert-butyl-3-azapentacyclo[11.8.1.0^3,^8.0^9,^2^2.0^1^6,^2^1]docosa-9,11,13(22),16,18,20-hexaen-6-ol hydrochloride
• Synonyms: AY 23028; (±)-Butaclamol hydrochloride; (+)-Butaclamol hydrochloride; (±)-布他拉莫 盐酸盐

Database IDs

• CAS Number: 55528-07-9; 36504-94-6
• MDL Number: MFCD00082307
• PubChem SID: 24278400; 162224991; 24277888
• PubChem CID: 6852400

CALCULATED PROPERTIES

• Acid pKa: 14.282906
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5768733
• LogD (pH = 7.4): 2.922157
• Log P: 4.9403243
• Molar Refractivity: 112.1835 cm^3
• Polarizability: 43.63721 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble5.4 mg/mL (solutions should be freshly prepared.); alcohol-water mixtures: soluble (Dissolve solid in alcohol and dilute with water. Solutions should be freshly prepared.); ethanol: soluble1 mg/mL (solutions should be freshly prepared.); H2O: soluble0.25 mg/mL (solutions should be freshly prepared.)
• Apperance: white solid
• Optical Rotation: [α]27/D +222° in methanol(lit.)

Safety Information

• RTECS: DE8039700
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Product Information

• Grade: analytical standard, for drug analysis
• Empirical Formula (Hill Notation): C25H31NO · HCl

DETAILS

Sigma Aldrich - D033

Biochem/physiol Actions
(+)-Butaclamol is a dopamine receptor antagonist; active enantiomer.