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3-Quinuclidinol

CAS No.:
1619-34-7
Catalog Number:
AG0037PR
Molecular Formula:
C7H13NO
Molecular Weight:
127.1842
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Product Description
Catalog Number:
AG0037PR
Chemical Name:
3-Quinuclidinol
CAS Number:
1619-34-7
Molecular Formula:
C7H13NO
Molecular Weight:
127.1842
IUPAC Name:
1-azabicyclo[2.2.2]octan-3-ol
InChI:
InChI=1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2
InChI Key:
IVLICPVPXWEGCA-UHFFFAOYSA-N
SMILES:
OC1CN2CCC1CC2
EC Number:
216-578-4
NSC Number:
93905
Properties
Complexity:
108  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
127.1g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
127.187g/mol
Monoisotopic Mass:
127.1g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
23.5A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2  
Literature
Title Journal
Preparation of novel meta- and para-substituted N-benzyl protected quinuclidine esters and their resolution with butyrylcholinesterase. Molecules (Basel, Switzerland) 20120116
(2Z,3E)-2-{[1-(4-Chloro-benz-yl)-1H-indol-3-yl]methyl-idene}quinuclidin-3-one oxime. Acta crystallographica. Section E, Structure reports online 20110301
3-D-QSAR and docking studies on the neuronal choline transporter. Bioorganic & medicinal chemistry letters 20100815
3-(2-Amino-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-5-yl)-3-hydr-oxy-1-phenyl-indolin-2-one ethanol solvate. Acta crystallographica. Section E, Structure reports online 20091001
rac-2-(2-Amino-4-oxo-4,5-dihydro-1,3-thia-zol-5-yl)-2-hydroxy-indane-1,3-dione. Acta crystallographica. Section E, Structure reports online 20090801
Stereoselective synthesis of (R)-3-quinuclidinol through asymmetric reduction of 3-quinuclidinone with 3-quinuclidinone reductase of Rhodotorula rubra. Applied microbiology and biotechnology 20090601
(Z)-Methyl 4-({3-[(2,5-dioxoimidazolidin-4-yl-idene)meth-yl]-1H-indol-1-yl}meth-yl)benzoate. Acta crystallographica. Section E, Structure reports online 20090101
rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol. Acta crystallographica. Section C, Crystal structure communications 20070801
Aza-Morita-Baylis-Hillman reactions and cyclizations of conjugated dienes activated by sulfone, ester, and keto groups. The Journal of organic chemistry 20070427
Preparation of enantiomers of quinuclidin-3-Ol derivatives and their interactions with human cholinesterases. Chemico-biological interactions 20051215
Morita-Baylis-Hillman reaction and cyclization of 1-(p-toluenesulfonyl)-1,3-butadiene with aldimines. Organic letters 20050609
Molecular modeling studies on the active binding site of the blood-brain barrier choline transporter. Bioorganic & medicinal chemistry letters 20040621
Correlation between pK(a) and reactivity of quinuclidine-based catalysts in the Baylis-Hillman reaction: discovery of quinuclidine as optimum catalyst leading to substantial enhancement of scope. The Journal of organic chemistry 20030207
Capillary electrophoresis/mass spectrometry: a promising tool for the control of some physiologically hazardous compounds. I-derivatives of 3-quinuclidinol. Journal of mass spectrometry : JMS 20021201
Rate acceleration of the Baylis-Hillman reaction in polar solvents (water and formamide). Dominant role of hydrogen bonding, not hydrophobic effects, is implicated. The Journal of organic chemistry 20020125
Development of a pharmacophore for inhibition of human liver cytochrome P-450 2D6: molecular modeling and inhibition studies. Journal of medicinal chemistry 19930430
Properties