17232-53-0 Usage
Description
(S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol is a quinoline-based alkaloid derived from the roots of Orixa japonica Thunb. It is obtained as colorless needles from ethanol and is soluble in various organic solvents such as diethyl ether, chloroform, ethanol, and ethyl acetate, but insoluble in petroleum ether. (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol has a specific rotation of [α]D +83.29° (CHCl3) and features two methoxyl groups, a methylenedioxy group, and both secondary and tertiary hydroxyl groups.
Uses
Used in Pharmaceutical Industry:
(S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol is used as a potential pharmaceutical candidate for various applications due to its unique chemical structure and functional groups. The presence of hydroxy and methoxy groups allows for interactions with biopolymers and macromolecules, making it a promising compound for further research and development in the pharmaceutical field.
Used in Chemical Research:
This quinoline-based alkaloid can also be utilized in chemical research for understanding its properties, reactivity, and potential applications in the synthesis of other complex organic molecules. Its unique structure and functional groups make it an interesting subject for study in the field of organic chemistry.
Used in Drug Delivery Systems:
Similar to gallotannin, (S)-1-(6,8-Dimethoxy-1,3-dioxolo[4,5-h]quinolin-7-yl)-3-methyl-2,3-butanediol could potentially be employed in the development of novel drug delivery systems. Its hydroxyl groups may facilitate the attachment of the compound to various carriers, such as organic and metallic nanoparticles, to improve its delivery, bioavailability, and therapeutic outcomes.
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.
