466-49-9 Usage
Chemical Description
Aspidospermine is another alkaloid that is structurally similar to Quebrachamine and is used in the synthesis of methoxyquebrachamine.
Description
ASPIDOSPERMINE is an indole alkaloid with a unique structure, featuring aspirospermidine methoxylated at C-17 and acetylated at N-1. It is a white to brownish-yellow crystalline alkaloid that is soluble in fats, fixed oils, absolute alcohol, and ether. Its sulfate and hydrochloride forms are also soluble in water, making it a versatile compound with potential applications in various industries.
Uses
Used in Pharmaceutical Industry:
ASPIDOSPERMINE is used as a respiratory stimulant for the treatment of respiratory conditions. Its ability to stimulate the respiratory system makes it a valuable compound in the development of medications aimed at improving breathing and overall respiratory health.
Used in Chemical Industry:
Due to its solubility in various solvents, ASPIDOSPERMINE can be used as an additive or intermediate in the chemical industry. Its unique chemical properties may allow for the creation of new compounds or the enhancement of existing ones, contributing to the development of novel products and materials.
Used in Research and Development:
ASPIDOSPERMINE's unique structure and properties make it an interesting compound for research and development purposes. Scientists and researchers can study its properties and interactions with other molecules to potentially discover new applications and uses for this alkaloid.
Safety Profile
A poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofNOx.
Check Digit Verification of cas no
The CAS Registry Mumber 466-49-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,6 and 6 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 466-49:
(5*4)+(4*6)+(3*6)+(2*4)+(1*9)=79
79 % 10 = 9
So 466-49-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H30N2O2/c1-4-21-10-6-13-23-14-12-22(20(21)23)16-7-5-8-17(26-3)19(16)24(15(2)25)18(22)9-11-21/h5,7-8,18,20H,4,6,9-14H2,1-3H3/t18-,20-,21-,22-/m1/s1
466-49-9Relevant articles and documents
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Witkop
, p. 3712,3715 (1948)
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Divergent Asymmetric Total Synthesis of (+)-Vincadifformine, (-)-Quebrachamine, (+)-Aspidospermidine, (-)-Aspidospermine, (-)-Pyrifolidine, and Related Natural Products
Wang, Nengzhong,Du, Shuo,Li, Dong,Jiang, Xuefeng
supporting information, p. 3167 - 3170 (2017/06/23)
A uniformly strategic total synthesis of Aspidosperma alkaloids (+)-vincadifformine, (-)-quebrachamine, (+)-aspidospermidine, (-)-aspidospermine, (-)-pyrifolidine, and nine others from efficiently constructed tricyclic ketone 13 is reported. Highlights of these divergent and practical syntheses include (i) stereoselective intermolecular [4 + 2] cycloaddition to establish a C-E ring with one all-carbon quaternary stereocenter (C-5) and two bridged contiguous cis-stereocenters (C-12 and C-19), (ii) a Pd/C-catalyzed hydrogenation/deprotection/amidation cascade process to assemble the D ring, and (iii) Fischer indolization to forge the A-B ring.
Highly efficient synthesis of tricyclic amines by a cyclization/ cycloaddition cascade: Total syntheses of aspidospermine, aspidospermidine, and quebrachamine
Coldham, Iain,Burrell, Adam J. M.,White, Laura E.,Adams, Harry,Oram, Niall
, p. 6159 - 6162 (2008/04/05)
(Chemical Equation Presented) Three in one: Three new rings can be made in one pot with complete control of the regio- and stereochemistry by a tandem cyclization/cycloaddition cascade reaction. Treatment of a chloroaldehyde with an amine gives a cyclic azomethine ylide that undergoes intramolecular cycloaddition onto a tethered alkene. The method was applied to the shortest known synthesis of aspidospermine (see scheme).
