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: 2026-04-22 18:57:36
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
New Products
2-(2-Ethoxyphenoxy)ethyl bromide 1,3-Dibromo-2,2-dimethoxypropane 8-Bromo-7-(2-butynyl)-3-methyl xanthine 5-Chlorothiophene-2-carboxylic acid 8-Bromo-3-methyl xanthine Maleic hydrazide o-Anisaldehyde 4-Bromobenzaldehyde 3-Fluorobenzaldehyde 2-Chlorobenzaldehyde 3-Amino-3-(3-fluorophenyl)propanoic acid 1-Propyl-4-piperidone 2,3-Dihydro-5,6-dimethoxy-2-(4-piperidinylmethyl)-1H-inden-1-one hydrochloride 3-(4-Bromo-3-methyl-2-oxo-2,3-dihydro-1h-benzo[d]imidazol-1-yl)piperidine-2,6-dione 2-Fluoro-6-iodobenzoic acid 3-Pyridineacrylic acid 1-Boc-4-cyanopiperidine ethyl 2-oxo-2,3,9,10-tetrahydro-1H-pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline-8(7H)-carboxylate Vardenafil Bis-sulphonamide(Dimer) Nitroso Irbesartan N-Nitroso Nortriptyline Sulfonic acid Impurity 2-(p-Tolyl)acetaldehyde 2,2-dibromo-1-cyclopropyl-2-(2-fluorophenyl)ethan-1-oneRelated products of tetrahydrofuran


![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)

You may like
-
N-Methylcytisine CAS 486-86-2View Details
486-86-2 -
Deuterated Styrene-d8 19361-62-7 97-99%View Details
19361-62-7 -
1187989-89-4 97-99%View Details
1187989-89-4 -
(S)-2-Bromobutanoic acid 97-99%View Details
32659-49-7 -
665020-24-6 ethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 97-99%View Details
665020-24-6 -
methyl 3-amino-4-formylbenzoate 97-99%View Details
212322-17-3 -
3-bromo-[1,1'-biphenyl]-2-amine 1620885-59-7 97-99%View Details
1620885-59-7 -
1503408-77-2 6-Chloro-3,4-dimethylpyridin-2-amine 97-99%View Details
1503408-77-2

