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HomeProduct name listCaulophylline

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: 2024-11-19 23:02:33
Caulophylline Structural

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)
ghs
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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