Home Quinolines 486-70-4
486-70-4,MFCD00213431
Catalog No.:AA003B84

486-70-4 | ((1R,9aR)-Octahydro-1H-quinolizin-1-yl)methanol

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100mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003B84
Chemical Name:
((1R,9aR)-Octahydro-1H-quinolizin-1-yl)methanol
CAS Number:
486-70-4
Molecular Formula:
C10H19NO
Molecular Weight:
169.2640
MDL Number:
MFCD00213431
SMILES:
OC[C@@H]1CCCN2[C@@H]1CCCC2
NSC Number:
21723
Properties
Properties
 
BP:
270°C at 760 mmHg  
Form:
Solid  
MP:
62-65 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
149  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
1.2  

Downstream Synthesis Route

[1]Sadykov,A.S.;Khaitbaev,Kh.Kh.;Abduvakhabov,A.A.;Ishbaev,A.A.;Gafurova,Sh.M.[BulletinoftheAcademyofSciencesoftheUSSRDivisionofChemicalScience,1983,vol.32,#11,p.2338-2344][IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1983,#11,p.2599-2606]

[2]Kaznel'son;Kabatschnik[DokladyAkademiiNaukSSSR,1935,p.I125,127][Chem.Abstr.,1937,p.3493]

[3]Kaznel'son;Kabatschnik[DokladyAkademiiNaukSSSR,1935,p.I125,127][Chem.Abstr.,1937,p.3493]

[1]Orechoff;Menschikoff[ChemischeBerichte,1931,vol.64,p.266,273]Karrer;Vogt[HelveticaChimicaActa,1930,vol.13,p.1075]Sadykow[ZhurnalObshcheiKhimii,1949,vol.19,p.143,146;engl.Ausg.S.131]

[2]Ercoli,Marcella;Mina,Lorenzo;Boido,CaterinaCanu;Boido,Vito;Sparatore,Fabio;Armani,Ugo;Piana,Antonietta[IlFarmaco,2004,vol.59,#2,p.101-109]

[3]Rusconi,Chiara;Vaiana,Nadia;Casagrande,Manolo;Basilico,Nicoletta;Parapini,Silvia;Taramelli,Donatella;Romeo,Sergio;Sparatore,Anna[BioorganicandMedicinalChemistry,2012,vol.20,#19,p.5980-5985]

[4]Fazylov,S.D.;Makhmutova,A.S.;Nurkenov,O.A.;Nurmaganbetov,Zh.S.;Satpaeva,Zh.B.;Turdybekov,D.M.;Turdybekov,K.M.[JournalofStructuralChemistry,2020,vol.61,#11,p.1823-1826][Zh.Strukt.Kim.,2020,vol.61,#11,p.1920-1923,4]

[1]Krieg,K.[Diss.<Marburg1928>,S.29,32]Schoepfetal.[ChemischeBerichte,1931,vol.64,p.683,691]Winterfeld;Holschneider[ChemischeBerichte,1931,vol.64,p.137,142,147,148]

[2]Sparatore,Anna;Tasso,Bruno;Boido,Vito;Sparatore,Fabio[HelveticaChimicaActa,2005,vol.88,#2,p.245-251]

[1]Clemo;Morgan;Raper[JournaloftheChemicalSociety,1938,p.1574]

[2]Rusconi,Chiara;Vaiana,Nadia;Casagrande,Manolo;Basilico,Nicoletta;Parapini,Silvia;Taramelli,Donatella;Romeo,Sergio;Sparatore,Anna[BioorganicandMedicinalChemistry,2012,vol.20,#19,p.5980-5985]

[3]Rusconi,Chiara;Vaiana,Nadia;Casagrande,Manolo;Basilico,Nicoletta;Parapini,Silvia;Taramelli,Donatella;Romeo,Sergio;Sparatore,Anna[BioorganicandMedicinalChemistry,2012,vol.20,#19,p.5980-5985]

[1]Hua;Miao;Bravo;Takemoto[Synthesis,1991,#11,p.970-974]

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Synthesis and comparison of antiplasmodial activity of (+), (-) and racemic 7-chloro-4-(N-lupinyl)aminoquinoline.

Journal: Bioorganic & medicinal chemistry 20121001

Title: [Derivatives of lupinin and epilupinin as ligands of various cholinesterases].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20120101

Title: [Isomeric derivatives of lupinine and epilupinine--organophosphorus inhibitors of cholinesterases].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20120101

Title: [Reversible lupininin inhibitors of cholinesterases of mammalian blood and of optical ganglia of individuals of the commander squid Berryteuthis magister from different zones of species areal].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20120101

Title: A novel sesquiterpene acid and an alkaloid from leaves of the Eastern Nigeria mistletoe, Loranthus micranthus with potent immunostimulatory activity on C57BL6 mice splenocytes and CD69 molecule.

Journal: Pharmaceutical biology 20111201

Title: Total syntheses of (-) epilupinine and (-)-tashiromine using imino-aldol reactions.

Journal: Organic letters 20110805

Title: Total synthesis of (+)-epilupinine via an intramolecular nitrile oxide-alkene cycloaddition.

Journal: The Journal of organic chemistry 20110107

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Short access to (+)-lupinine and (+)-epiquinamide via double hydroformylation.

Journal: Organic letters 20100205

Title: Epiquinamide: a poison that wasn't from a frog that was.

Journal: Journal of natural products 20090227

Title: Comparative analysis of medicinal plants used in traditional medicine in Italy and Tunisia.

Journal: Journal of ethnobiology and ethnomedicine 20090101

Title: A direct stereoselective approach to trans-2,3-disubstituted piperidines: application in the synthesis of 2-Epi-CP-99,994 and (+)-epilupinine.

Journal: Organic letters 20080619

Title: Analogues of amphibian alkaloids: total synthesis of (5R,8S,8aS)-(-)-8-methyl-5-pentyloctahydroindolizine (8-epi-indolizidine 209B) and [(1S,4R,9aS)-(-)-4-pentyloctahydro-2H-quinolizin-1-yl]methanol.

Journal: Beilstein journal of organic chemistry 20080101

Title: Cholinesterase hydrolysis of substituted lupinine benzoates.

Journal: Doklady. Biochemistry and biophysics 20080101

Title: Bactericidal and fungicidal activities of Calia secundiflora (Ort.) Yakovlev.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20080101

Title: Phytochemical differences between Calia secundiflora (Leguminosae) growing at two sites in Mexico.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

Title: Cascade iminium ion reactions for the facile synthesis of quinolizidines. Concise syntheses of (+/-)-epilupinine and (-)-epimyrtine.

Journal: Organic letters 20050512

Title: [Synthesis of lupinine derivatives of flavonoids].

Journal: Bioorganicheskaia khimiia 20050101

Title: Double ring-closing metathesis reaction of nitrogen-containing tetraenes: efficient construction of bicyclic alkaloid skeletons and synthetic application to four stereoisomers of lupinine and their derivatives.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20040705

Title: [Application of bisalkaloid derivatives of dicarboxylic acids based on lupinine, anabasine and cytisine as cholinesterase inhibitors of various origin].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20040101

Title: Bisalkaloid derivatives of dicarboxylic acids on the basis of lupinine, anabasine, and cytisine as reversible cholinesterase inhibitors.

Journal: Doklady. Biochemistry and biophysics 20030101

Title: Thesinine-4'-O-beta-D-glucoside the first glycosylated plant pyrrolizidine alkaloid from Borago officinalis.

Journal: Phytochemistry 20020601

Title: Indolizidine and quinolizidine alkaloids.

Journal: Natural product reports 20011001

Title: 2-(4-R-phenoxy/phenylthio)alkanoic esters of l-lupinine.

Journal: Farmaco (Societa chimica italiana : 1989) 20010301

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SDS
Tags:486-70-4 Molecular Formula|486-70-4 MDL|486-70-4 SMILES|486-70-4 ((1R,9aR)-Octahydro-1H-quinolizin-1-yl)methanol