17232-53-0 Usage
Description
A further alkaloid from the roots of Orixa japonica Thunb., this quinoline base
is obtained as colourless needles from EtOH. It is soluble in Et20, CHC13, EtOH
and AcOEt but insoluble in petroleum ether. It has a specific rotation of [α] 17
D +
83.29° (CHC13). The aurichloride has been prepared as pale yellow needles, m.p.
lS5°C (dec.). Two methoxyl groups, a methylenedioxy group and a secondary
and tertiary hydroxyl group are present.
References
Terasaka., J. Pharrn. Soc., Japan, 51, 99 (1931)Terasaka., ibid, 53, 219 (1933)Terasaka., Chern. Pharrn. Bull., 8, 523 (1960)
Check Digit Verification of cas no
The CAS Registry Mumber 17232-53-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,2,3 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 17232-53:
(7*1)+(6*7)+(5*2)+(4*3)+(3*2)+(2*5)+(1*3)=90
90 % 10 = 0
So 17232-53-0 is a valid CAS Registry Number.
InChI:InChI=1/C17H21NO6/c1-17(2,20)12(19)7-10-14(21-3)9-5-6-11-15(24-8-23-11)13(9)18-16(10)22-4/h5-6,12,19-20H,7-8H2,1-4H3/t12-/m1/s1
17232-53-0Relevant articles and documents
Syntheses and absolute configuration assignments of mono- and di-substituted chiral quinoline alkaloids obtained by asymmetric oxidation
Barr, Stephen A.,Boyd, Derek R.,Sharma, Narain D.,Loke, Pui L.
experimental part, p. 831 - 850 (2009/12/01)
Mono- and di-substituted quinoline, 2-quinolone, dihydrofuroquinoline and dihydropyranoquinoline alkaloids have been synthesised with enantiomeric excess values of > 90%, via asymmetric epoxidation, or asymmetric dihydroxylation of the corresponding alken
ISOLATION OF (-)-PREORIXINE, A POSTULATED BIOSYNTHETIC KEY INTERMEDIATE OF (+)-ORIXINE AND RELATED QUINOLINE ALKALOIDS, FROM THE STEMS OF ORIXA JAPONICA
Funayama, Shinji,Kageyama, Takahiro,Murata, Kiyoshi,Adachi, Michiko,Nozoe, Shigeo
, p. 607 - 610 (2007/10/02)
A prenyl quinoline alkaloid (-)-preorixine was isolated from the stems of Orixa japonica (Rutaceae) and its structure was elucidated to be (-)-3-(2S,3-epoxy-3-methylbutyl)-2,4-dimethoxy-7,8-methylenedioxyquinoline. (-)-Preorixine is postulated as a biosynthetic key intermediate of (+)-orixine and related compounds.
