492-08-0

Basic information

• Product Name: PACHYCARPINE
• Synonyms: PACHYCARPINE;(1R,2S,9R,10R)-7,15-Diazatetracyclo[7.7.1.02,7.010,15]heptadecane;(7R)-1,3,4,7,7aβ,8,9,10,11,13,14,14aα-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine;d-Sparteine;Sparteine d-isomer;(7R,7aR,14R,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine;(+)-Sparteine, 98%, from Parochetus communis D. Don
• CAS NO: 492-08-0
• Molecular Formula: C₁₅H₂₆N₂
• Molecular Weight: 234.38
• EINECS: 201-988-8
• Mol File: 492-08-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 201℃
• Boiling Point: 174°C/8mmHg(lit.)
• Flash Point: 148.3°C
• Appearance: /
• Density: 1.08
• Refractive Index: n/D1.527
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (slightly), Ethanol
• PKA: 10.08±0.20(Predicted)
• CAS DataBase Reference: PACHYCARPINE(CAS DataBase Reference)
• NIST Chemistry Reference: PACHYCARPINE(492-08-0)
• EPA Substance Registry System: PACHYCARPINE(492-08-0)

Safety Data

• RTECS: RT0620000
• Hazardous Substances Data: 492-08-0(Hazardous Substances Data)

Usage

Safety Profile

Poison by subcutaneous and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.

Upstream product

• 1476-39-7 1,5-diaminopentane dihydrochloride 
• 72074-77-2 d,l-lupanine 
• 505-18-0 2,3,4,5-tetrahydropyridine 

Downstream Products

• 489-72-5 17-oxosparteine 
• 489-72-5 17-oxosparteine 
• 117634-60-3 17-phenyl-16,17-dehydrosparteinium hydroxide 
• 489-72-5 (+/-)-(7ac,14at)-dodecahydro-7r,14c-methano-dipyrido[1,2-a;1',2'-e][1,5]diazocin-6-one 
• 2130-67-8 (+/-)-(14at)-1,3,4,7,9,10,11,13,14,14a-decahydro-2H,6H-7r,14c-methano-dipyrido[1,2-a;1',2'-e][1,5]diazocine 
• 90-39-1 (-)-sparteine 

Relevant articles and documents

PROCESS FOR CONVERTING LUPANINE INTO SPARTEINE

The present invention relates to processes for preparing enantiopure Lupanine and Sparteine.

Synthesis of Cadaverine and its Incorporation into five Quinolizidine Alkaloids

Cadaverine dihydrochloride (13) was synthesised by the sequential introduction of two equivalents of sodium cyanide to a C3 precursor, and it was fed to Lupinus luteus and L. polyphyllus plants.Complete labelling patterns were obtained in five quinolizidine alkaloids by 13C n.m.r. spectroscopy.The 13C-13C doublets observed in the spectra of (-)-lupinine (3), (-)-sparteine (4), (+)-lupanine (5), (+)-13α-hydroxylupanine (6), and (+)-angustifoline (7) derived biosynthetically from the doubly labelled precursor (13) confirm the intact, specific incorporation of two cadaverine units into the tetracyclic quinolizidine alkaloid skeletons.The cadaverine (13) units are incorporated to about the same extent into each part of the quinolizidine alkaloids (3)-(7).Two of the 13C chemical shifts for lupanine (5) have been reassigned.The labelling pattern of the tricyclic alkaloid angustifoline (7) indicates that the allyl group originates by degradation of one ring of a tetracyclic precursor.

Separation of lupine alkaloids by paper electrophoresis. 2.

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