Caulophylline
Caulophylline Basic information
- Product Name:
- Caulophylline
- Synonyms:
-
- N-METHYLCYTISINE
- (1r)-l
- 1,5-methano-8h-pyrido(1,2a)(1,5)diazocin-8-one,1,2,3,4,5,6-hexahydro-3-methy
- 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R)-
- 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-methyl-, (1R-cis)-
- 12-methyl-cytisin
- 12-Methylcytisine
- Caulophyllin
- CAS:
- 486-86-2
- MF:
- C12H16N2O
- MW:
- 204.27
- EINECS:
- 207-643-8
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- Miscellaneous Reagents
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 486-86-2.mol
Caulophylline Chemical Properties
- 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)
Caulophylline Usage And Synthesis
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.
Chemical Properties
Colourless Needles
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.
Hazard
Extremely toxic; cardiotoxic; poisonous.
Biochem/physiol Actions
N-Methylcytisine is toxic and binds selectively to nicotinic acetylcholine receptors in the CNS.
References
Partheil., Arch. Pharm., 230,448 (1892)
Power, Salway., J. Chem. Soc., 103, 194 (1913)
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Caulophylline(486-86-2)Related Product Information
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- L-N-METHYLEPHEDRINE HYDROCHLORIDE
- (-)-2-[METHYLAMINO]-1-PHENYLPROPANE
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- Caulophylline hydriodide
- Caulophylline
- 3-(2-AMINO-ACETYL)-1,2,3,4,5,6-HEXAHYDRO-1,5-METHANO-PYRIDO[1,2-A][1,5]DIAZOCIN-8-ONE
- 3-(2-AMINO-3-METHYL-BUTYRYL)-1,2,3,4,5,6-HEXAHYDRO-1,5-METHANO-PYRIDO[1,2-A][1,5]DIAZOCIN-8-ONE
- AKOS 213-126
- 3-(2-AMINO-4-METHYLSULFANYL-BUTYRYL)-1,2,3,4,5,6-HEXAHYDRO-1,5-METHANO-PYRIDO[1,2-A][1,5]DIAZOCIN-8-ONE