Mescaline-obtained from Peyote (Mescal Buttons)

C. Mescaline:


Synonym Mezcaline
Biological Sources It is obtained from Peyote (Mescal Buttons) the flowering heads of Lophophore williamsii (Lemaire) Coult. (Coctaceae) and the cactus Trichocereus pachanoi Britton and Rose (Cactaceae) (Achuma, San Pedro Aguacolli).
Chemical Structure

 Mescaline
3, 4, 5-Trimethoxybenzeneethanamine; (C11H17NO3).
Isolation Mescaline has been successfully isolated from the plant source by Banholzer et al.* (1952).
Characteristic Features
1. The crystals have mp 35-36°C and bp12 180°C.
2. It is moderately soluble in water; freely soluble in ethanol, chloroform and benzene; and practically insoluble in ether and petroleum ether.
Identification Tests It forms readily a variety of salts, such as:
1. Mescaline Hydrochloride (C11H17NO3C11H17NO3.HCl): The needles have mp 181°C and freely soluble both in ethanol and water.
2. Mescaline Sulphate Dihydrate [(C11H17NO3)2.H2SO4.2H2O)]: It is obtained as prisms having mp 183-186°C; soluble freely in methanol and hot water; and sparingly soluble in ethanol and cold water.
3. Mescaline Acid Sulphate (C11H17NO3.H2SO4): The crystals have mp 158°C.
4. N-Acetylmescaline: It mostly occurs naturally, mp 94°C.
5. N-Methylmescaline: It occurs naturally, bp 130-140°C.
6. N-Benzoylmescaline: It is obtained as needles from aqueous ethanol having mp 121°C; and is found to be very soluble in ether and ethanol.
Note: This is a controlled substance (hallucinogen) listed in the US code of Federal Regulations
[Title 21 Part 1308.11 (1995)].
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* Erspamer and Falconieri, Naturniss39, 431 (1952).

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