53912-94-0 Usage
Description
1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline is a newly discovered alkaloid that has been isolated from Papaver macrostomum. It is characterized by its crystalline structure, exhibiting colorless rod-like crystals when crystallized from benzene (C6H6). 1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline is laevorotatory, with a specific rotation of [α]25D 51° ± 3° (c 0.892, CHCI3). Its complex ultraviolet spectrum in ethanol (EtOH) shows absorption maxima at 241, 288, 317, and 332 nm, with shoulders at 246, 276, and 292 nm. In the presence of dilute acid, these maxima shift to 259, 290, and 319 nm, with a shoulder at 333 nm. 1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline is found in the non-quaternary fraction of the alkaloidal extract and exhibits a negative Cotton effect, suggesting a configuration of S. The alkaloid also forms a crystalline methiodide with a melting point of 220-230°C when crystallized from ethanol.
Uses
1. Used in Pharmaceutical Industry:
1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline is used as a potential pharmaceutical candidate for various applications due to its unique chemical and spectroscopic properties. 1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline's specific rotation, ultraviolet spectrum, and Cotton effect suggest that it may have potential therapeutic applications, particularly in the development of new drugs targeting specific biological pathways.
2. Used in Chemical Research:
This alkaloid can be utilized in chemical research to study its structure, properties, and potential interactions with other compounds. The detailed information provided by its ultraviolet spectrum and Cotton effect can be valuable in understanding its reactivity and potential use in the synthesis of new molecules.
3. Used in Analytical Chemistry:
1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline's unique absorption maxima and specific rotation can be employed in analytical chemistry for the development of new methods or techniques for the identification and quantification of similar alkaloids in various samples.
4. Used in Material Science:
The crystalline nature of 1-(1,3-Benzodioxol-5-ylmethyl)-6,7-dimethoxy-4-[(2S)-1-methylpyrrolidin-2-yl]isoquinoline may have potential applications in material science, particularly in the development of new materials with unique properties based on its structural characteristics.
References
Minatsakanyan et ai., Tetrahedron Lett., 851 (1974)
Check Digit Verification of cas no
The CAS Registry Mumber 53912-94-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,9,1 and 2 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 53912-94:
(7*5)+(6*3)+(5*9)+(4*1)+(3*2)+(2*9)+(1*4)=130
130 % 10 = 0
So 53912-94-0 is a valid CAS Registry Number.
InChI:InChI=1/C24H26N2O4/c1-26-8-4-5-20(26)18-13-25-19(9-15-6-7-21-24(10-15)30-14-29-21)17-12-23(28-3)22(27-2)11-16(17)18/h6-7,10-13,20H,4-5,8-9,14H2,1-3H3/t20-/m0/s1
53912-94-0Relevant articles and documents
ALKALOIDS OF Papaver arenarium
Israilov, I. S.,Manushakyan, M. A.,Mnatsakanyan, V. A.,Yunusov, M. S.
, p. 71 - 73 (1984)
Continuing the separation of the total alkaloids of the plant Papaver arenatium M.B., collected in the region of Lake Sevan in the flowering period, we have isolated macrostomine, glycomarine, cheilanthifoline, sevanine, arenine, and two isomeric macrostomine N-oxides not previously described in the literature.
Synthesis of the Preininger-alkaloid and its enantioselective reduction to macrostomine
Mahboobi,Wiegrebe
, p. 275 - 281 (2007/10/02)
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