495-59-0

Basic information

• Product Name: 3-deoxyvasicine
• Synonyms: 3-deoxyvasicine
• CAS NO: 495-59-0
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.22638
• Mol File: 495-59-0.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 311.6°Cat760mmHg
• Flash Point: 142.3°C
• Appearance: /
• Density: 1.23g/cm³
• CAS DataBase Reference: 3-deoxyvasicine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-deoxyvasicine(495-59-0)
• EPA Substance Registry System: 3-deoxyvasicine(495-59-0)

Safety Data

• Hazardous Substances Data: 495-59-0(Hazardous Substances Data)

Upstream product

• 96-48-0 4-butanolide 
• 4403-69-4 2-amino-1-benzylamine 
• 57262-26-7 N-(2'-aminophenylmethyl)pyrrolidin-2-one 
• 89140-13-6 2,3-trimethylene-1,2-dihydroquinazolinium picrate 
• 495-58-9 1,2,3,3a,4,9-hexahydropyrrolo<2,1-b>quinazoline 
• 65636-68-2 chlorodesoxy vasicine 
• 10025-87-3 trichlorophosphate 
• 1356132-39-2 C₁₁H₁₄N₂ 
• 6159-55-3 (+)-vasicinol 
• 530-53-0 deoxyvasicinone 
• 529-23-7 o-aminobenzaldehyde 
• 1904-78-5 2-nitrobenzylamine 
• 612-23-7 2-nitrobenzyl chloride 
• 174536-59-5 N-(2'-nitrophenylmethyl)pyrrolidin-2-one 

Downstream Products

• 82083-75-8 3-benzylidene-1,2,3,9-tetrahydro-pyrrolo[2,1-b]quinazoline 
• 530-53-0 deoxyvasicinone 
• 36101-54-9 peganol 
• 401796-50-7 4-bromopeganol 
• 61938-65-6 2-bromo-7,8-dihydro-6H,11H-pyrrolo[2,1-b]quinazolin-11-one 
• 89455-63-0 1-hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one 
• 35387-16-7 (+/-)-vasicinone 

Relevant articles and documents

ALKALOIDS OF Nitraria komarovii. XIV. DEOXYPEGANINE N-OXIDE

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Facile access to ring-fused aminals via direct α-amination of secondary amines with o-aminobenzaldehydes: Synthesis of vasicine, deoxyvasicine, deoxyvasicinone, mackinazolinone, and ruteacarpine

Secondary amines undergo redox-neutral reactions with aminobenzaldehydes under conventional and microwave heating to furnish polycyclic aminals via amine α-amination/N-alkylation. This unique α-functionalization reaction proceeds without the involvement of transition metals or other additives. The resulting aminal products are precursors for various quinazolinone alkaloids and their analogues. Georg Thieme Verlag Stuttgart. New York.

Natural (-)-vasicine as a novel source of optically pure 1-benzylpyrrolidin-3-ol

A facile and scalable methodology for the preparation of optically active (3S)-1-benzylpyrrolidin-3-ol (3), an important drug precursor, is reported. Starting from the naturally occurring alkaloid (-)-vasicine (1), a major alkaloid of the plant Adhatoda vasica, 3 was obtained in 84% overall yield (Scheme 3). Copyright

Reaction of deoxyvasicinone with organolithium compounds

4-Butyl-4-hydroxydeoxypeganine was prepared by lithiation of deoxyvasicinone. Deoxypeganine and 1,2-dihydrodeoxypeganine were produced by reduction of deoxyvasicinone with lithium aluminum hydride.