Caulophylline
Synonym(s):(1R)-1,2,3,4,5,6-hexahydro-3-methyl-1,5-methano-8H-pyrido(1,2a)(1,5)diazocin-8-one;Caulophylline
- CAS NO.:486-86-2
- Empirical Formula: C12H16N2O
- Molecular Weight: 204.27
- MDL number: MFCD00211091
- EINECS: 207-643-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-24 18:36:04
What is Caulophylline?
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
The Uses of Caulophylline
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)
Properties of Caulophylline
| Melting point: | 137-139oC |
| Boiling point: | 342.77°C (rough estimate) |
| alpha | 30D -224° (c = 1.05 in water) |
| 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) |
| pka | 9.61±0.20(Predicted) |
| form | powder |
| color | White to Off-White |
| NIST Chemistry Reference | Caulophylline(486-86-2) |
Safety information for Caulophylline
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for Caulophylline
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![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](https://img.chemicalbook.in/StructureFile/ChemBookStructure21/GIF/CB4800712.gif)
![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](https://img.chemicalbook.in/StructureFile/ChemBookStructure21/GIF/CB0792125.gif)
![3-(2-AMINO-ACETYL)-1,2,3,4,5,6-HEXAHYDRO-1,5-METHANO-PYRIDO[1,2-A][1,5]DIAZOCIN-8-ONE](https://img.chemicalbook.in/StructureFile/ChemBookStructure21/GIF/CB1819959.gif)

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