| Identification | Back Directory | [Name]
Caulophylline | [CAS]
486-86-2 | [Synonyms]
(1r)-l
Caulophyllin
Caulophylline
Methylcytisine
N-METHYLCYTISINE
12-methyl-cytisin
12-Methylcytisine
Cytisine, 12-methyl-
METHYLCYTISINE, N-(P)
N-Methylcytisine AldrichCPR
(1R)-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one
1,5-methano-8h-pyrido(1,2a)(1,5)diazocin-8-one,1,2,3,4,5,6-hexahydro-3-methy
(1R,5S)-1,2,3,4,5,6-Hexahydro-3-methyl-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one
(1R,5S)-3-Methyl-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocine-8-one
1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R)-
[1R,(-)]-3-Methyl-1,2,3,4,5,6-hexahydro-1α,5α-methano-8H-pyrido[1,2-a][1,5]diazocine-8-one
1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R-cis)- | [EINECS(EC#)]
207-643-8 | [Molecular Formula]
C12H16N2O | [MDL Number]
MFCD00211091 | [MOL File]
486-86-2.mol | [Molecular Weight]
204.27 |
| Chemical Properties | Back Directory | [Appearance]
Colourless Needles | [Melting point ]
137-139oC | [alpha ]
30D -224° (c = 1.05 in water) | [Boiling point ]
342.77°C (rough estimate) | [density ]
1.0565 (rough estimate) | [refractive index ]
1.6000 (estimate) | [storage temp. ]
-20?C Freezer, Under Inert Atmosphere | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
powder | [pka]
9.61±0.20(Predicted) | [color ]
White to Off-White | [NIST Chemistry Reference]
Caulophylline(486-86-2) |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless Needles | [Hazard]
Extremely toxic; cardiotoxic; poisonous. | [Description]
This base was first prepared synthetically by Partheil and subsequently discovered
in the roots of Caulophyllurn thalictroides L. It is widespread among the Papilionaceae, being found in Baptisia australis, Genista tinctoria, Sophora
microphylla, S. tetraptera, Thermopsis lanceolata and T. rhombifolia (Watt.)
Richards. It is laevorotatory with [α]20D - 221 ° (H20) and furnishes the following
crystalline salts and derivatives: hydrochloride, m.p. 2S0-SoC (dec.); hydriodide,
m.p. 246-7°C (dec.); perchlorate, m.p. 2S4°C (dec.); aurichloride, m.p.
206°C (dec.); picrate, m.p. 230°C; picrolonate, m.p. 224-SoC (dec.) and the
methiodide which occurs in two modifications, m.p. 248°C and 267-276°C. | [Uses]
N-Methylcytisine (cas# 486-86-2) is a compound useful in organic synthesis. | [General Description]
N-Methylcytisine is a nicotinic alkaloid found in Caulophyllum thalictroides, also known as blue cohosh. | [Biochem/physiol Actions]
N-Methylcytisine is toxic and binds selectively to nicotinic acetylcholine receptors in the CNS. | [storage]
4°C, protect from light | [References]
Partheil., Arch. Pharm., 230,448 (1892)
Power, Salway., J. Chem. Soc., 103, 194 (1913) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [RTECS ]
HA4400000 | [Toxicity]
LD50 in mice (mg/kg): 21 i.v.; 51 i.p. (Barlow, McLeod) |
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