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| | 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;phytochemical;reference standards from Chinese medicinal herbs (TCM).;Miscellaneous Reagents;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) |
| 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) |
| | 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) |
| | Caulophylline Preparation Products And Raw materials |
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