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6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-10,11-dimethoxy- is a complex organic compound with a molecular formula of C20H21NO3. It is characterized by a unique structure that includes a benzodioxole ring fused to a quinolizine core, which is a type of bicyclic amine. The compound features a tetrahydro system, indicating the presence of four hydrogen atoms in a saturated ring structure. It also has two methoxy groups attached at the 10 and 11 positions, which are electron-donating groups that can influence the compound's reactivity and physical properties. This chemical is likely to be found in specialized applications due to its intricate structure, potentially in the field of pharmaceuticals or as an intermediate in the synthesis of other complex molecules.

6656-19-5

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6656-19-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6656-19-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,5 and 6 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 6656-19:
(6*6)+(5*6)+(4*5)+(3*6)+(2*1)+(1*9)=115
115 % 10 = 5
So 6656-19-5 is a valid CAS Registry Number.

6656-19-5Relevant academic research and scientific papers

A General, Concise Strategy that Enables Collective Total Syntheses of over 50 Protoberberine and Five Aporhoeadane Alkaloids within Four to Eight Steps

Zhou, Shiqiang,Tong, Rongbiao

, p. 7084 - 7089 (2016/05/19)

A concise, catalytic, and general strategy that allowed efficient total syntheses of 22 natural 13-methylprotoberberines within four steps for each molecule is reported. This synthesis represents the most efficient and shortest route to date, featuring three catalytic processes: CuI-catalyzed redox-A3 reaction, Pd-catalyzed reductive carbocyclization, and PtO2-catalyzed hydrogenation. Importantly, this new strategy to the tetracyclic framework has also been applied to the collective concise syntheses of >30 natural protoberberines (without 13-methyl group) and five aporhoeadane alkaloids.

HEXAHYDRODIBENZO[A,G]QUINOLIZINE COMPOUND, PREPARATION METHOD THEREOF, PHARMACEUTICAL COMPOSITION AND USE THEREOF

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Paragraph 0092; 0114, (2014/04/03)

The present invention relates to a novel hexahydrodibenzo[a,g]quinoline compound represented by general formula (I) and its derivatives, enantiomer, diastereoisomer, raceme and mixtures thereof, as well as pharmaceutically acceptable salts thereof. The pr

Berberine analogues as a novel class of the low-density-lipoprotein receptor up-regulators: Synthesis, structure-activity relationships, and cholesterol-lowering efficacy

Li, Ying-Hong,Yang, Peng,Kong, Wei-Jia,Wang, Yan-Xiang,Hu, Chang-Qin,Zuo, Zeng-Yan,Wang, Yue-Ming,Gao, Hong,Gao, Li-Mei,Feng, Yan-Chun,Du, Na-Na,Liu, Ying,Song, Dan-Qing,Jiang, Jian-Dong

experimental part, p. 492 - 501 (2009/09/25)

Twenty-nine derivatives of berberine (1) or pseudoberberine (2) were designed, semisynthesized, and evaluated for their up-regulatory activity on the low-density-lipoprotein receptor (LDLR) expression. SAR analysis revealed that (i) the methylenedioxy group at the 2- and 3-position is an essential element to keep the activity, (ii) the 7-position quaternary ammonium and planar structure of the compound are activity-required, and (iii) addition of electron-donating groups at the 7- or 13-position reduced the activity. Of the compound 1 analogues, compound 2 exhibited an increased activity on LDLR expression compared to 1.Inthe hyperlipidemic rats, compound 2 (100 (mg/kg)/day) reduced blood CHO and LDL-c by 42.6% and 49.4%, respectively, more efficient than 1 did (p 50 of 2 in mice was over 5000 mg/kg (oral). We consider compound 2 a promising cholesterol- lowering drug candidate.

Aryl radical cyclizations: One-pot syntheses of protoberberine and pavine alkaloids

Orito, Kazuhiko,Satoh, Yoshitaka,Nishizawa, Hidetoshi,Harada, Rika,Tokuda, Masao

, p. 2535 - 2537 (2007/10/03)

(equation presented) Treatment of 2-(2′-bromo-β-phenethyl)isocarbostyrils 7 with AIBN Bu3SnH in boiling benzene gave 8-oxoberbines 3 in good yields. A similar treatment of 2-(2′-bromo-β-phenethyl)isoquinolinium bromides 6 and their nor- and hom

Chemical Transformation of Protoberbines. XI. A Novel Synthesis of 2,3,10,11-Tetraoxygenated Protoberberine Alkaloids from Corresponding 2,3,9,10-Tetraoxygenated Protoberberine Alkaloids.

Hanaoka, Miyoji,Cho, Won Jea,Marutani, Mari,Mukai, Chisato

, p. 195 - 199 (2007/10/02)

2,3,9,10-Tetraoxygenated protoberberin alkaloids, berberine (1a), palmatine (1b), and coptisine (1c) were efficiently converted into the corresponding 12-hydroxy-2,3,10,11-tetraoxygenated protoberberines (6a, 6b, 6c) through an oxidative C8-C8a bond cleav

TRANSFORMATION OF 2,3,9,10-TETRAOXYGENATED PROTOBERBERINE ALKALOIDS INTO 2,3,10,11-TETRAOXYGENATED PROTOBERBERINE ALKALOIDS

Hanaoka, Miyoji,Marutani, Mari,Saitoh, Kazuhiro,Mukai, Chisato

, p. 2927 - 2930 (2007/10/02)

2,3,10,11-Tetraoxygenated tetrahydroprotoberberine (6) were synthesized from the corresponding 2,3,9,10-tetraoxygenated protoberberine alkaloids (1) through oxidative C8-C8a bond cleavage, photocyclization, and deoxygenation.

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