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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26N2
Molecular Weight 282.4231
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUEBRACHAMINE

SMILES

CC[C@]12CCC[N@](C1)CCC3=C(CC2)NC4=CC=CC=C34

InChI

InChIKey=FDNDLNFGITWTOZ-LJQANCHMSA-N
InChI=1S/C19H26N2/c1-2-19-10-5-12-21(14-19)13-9-16-15-6-3-4-7-17(15)20-18(16)8-11-19/h3-4,6-7,20H,2,5,8-14H2,1H3/t19-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Formal synthesis of aspidosperma alkaloids via the intramolecular [3 + 2] cycloaddition of 2-azapentdienyllithiums.
2006 Apr 13
Highly efficient synthesis of tricyclic amines by a cyclization/cycloaddition cascade: total syntheses of aspidospermine, aspidospermidine, and quebrachamine.
2007
Organometallic chemistry: catalyst takes control to heart.
2008 Dec 18
Highly efficient molybdenum-based catalysts for enantioselective alkene metathesis.
2008 Dec 18
Rhazinilam and quebrachamine derivatives from Yunnan Kopsia arborea.
2009 Feb 27
Design and stereoselective preparation of a new class of chiral olefin metathesis catalysts and application to enantioselective synthesis of quebrachamine: catalyst development inspired by natural product synthesis.
2009 Jan 28
Stereoselective formation of fused tricyclic amines from acyclic aldehydes by a cascade process involving condensation, cyclization, and dipolar cycloaddition.
2009 Mar 20
Name Type Language
QUEBRACHAMINE
MI  
Common Name English
QUEBRACHAMINE [MI]
Common Name English
5.ALPHA.-QUEBRACHAMINE
Common Name English
QUEBRACHAMINE, (+)-
Common Name English
(+)-QUEBRACHAMINE
Common Name English
2H-3,7-METHANOAZACYCLOUNDECINO(5,4-B)INDOLE, 7-ETHYL-1,4,5,6,7,8,9,10-OCTAHYDRO-, (7S)-
Systematic Name English
Code System Code Type Description
FDA UNII
7M37I29KEU
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY
CAS
4850-21-9
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID50878438
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY
MERCK INDEX
m9416
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
225-440-2
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY
PUBCHEM
92990
Created by admin on Sat Dec 16 09:49:42 GMT 2023 , Edited by admin on Sat Dec 16 09:49:42 GMT 2023
PRIMARY