509-67-1

Basic information

• Product Name: PHOLCODINE
• Synonyms: (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-17-methyl-3-[2-(4-morpholinyl)ethoxy]morphinan-6-ol;3-(2-(4-Morpholinyl)ethyl)morphine;3-(2-Morpholinoethyl)morphine;3-Morpholylaethylmorphin;3-o-(2-morpholinoethyl)-morphin;7,8-didehydro-4,5-alpha-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-al;7,8-Didehydro-4,5-alpha-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-alpha-ol;beta-Morpholinoethylmorphine
• CAS NO: 509-67-1
• Molecular Formula: C₂₃H₃₀N₂O₄
• Molecular Weight: 398.5
• EINECS: 208-102-9
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;API
• Mol File: 509-67-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 91°C
• Boiling Point: 521.67°C (rough estimate)
• Flash Point: 303.2°C
• Appearance: /
• Density: 1.1772 (rough estimate)
• Vapor Pressure: 3.44E-14mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Solubility: Sparingly soluble in water, freely soluble in acetone and in ethanol (96 per cent). It dissolves in dilute mineral acids.
• PKA: pKa 5.30(50% aq EtOH) (Uncertain)
• CAS DataBase Reference: PHOLCODINE(CAS DataBase Reference)
• NIST Chemistry Reference: PHOLCODINE(509-67-1)
• EPA Substance Registry System: PHOLCODINE(509-67-1)

Safety Data

• Hazardous Substances Data: 509-67-1(Hazardous Substances Data)

Usage

Description

PHOLCODINE is a semi-synthetic opioid analgesic and antitussive agent derived from the natural compound thebaine. It is known for its potent cough-suppressing effects and is used in the treatment of dry, non-productive coughs. PHOLCODINE exhibits a lower potential for abuse compared to other opioids due to its unique mechanism of action, which involves binding to specific opioid receptors in the central nervous system.

Uses

Used in Pharmaceutical Industry:
PHOLCODINE is used as an antitussive agent for the treatment of dry, non-productive coughs. It is effective in suppressing the cough reflex by acting on the respiratory center in the brain, providing relief from persistent coughing.
Used in Antimalarial Applications:
PHOLCODINE is also used as an antimalarial derivative of natural artemisinin. It has been found to possess potential antimalarial properties, making it a valuable compound in the development of new treatments for malaria.
As a Controlled Substance:
Due to its opioid nature, PHOLCODINE is classified as a controlled substance. This classification is necessary to regulate its distribution and use, ensuring that it is prescribed and administered safely and effectively to minimize the risk of abuse and addiction.

InChI:InChI=1/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16?,17-,18+,22+,23+/m1/s1

Upstream product

• 3647-69-6 4-(2-chloroethyl)morpholine hydrochride 
• 57-27-2 MORPHIN 
• 110-91-8 morpholine 

Downstream Products

• 135091-19-9 C₃₀H₃₄N₂O₅ 
• 433308-89-5 pholcodine-N-oxide 

Relevant articles and documents

Synthetic method of pholcodine

The invention discloses a synthetic method of pholcodine. The synthetic method of pholcodine comprises the steps of deriving a phenolic hydroxyl group of a morphine base as a starting material to prolong the branch, then reacting the intermediate with an amine group on morpholine to generate crude pholcodine, and refining the crude pholcodine by means of purification to obtain pholcodine. The method is simple in reaction steps and economical and readily available in reagents, avoids the risk of using a large amount of highly toxic, flammable and explosive solvents, and greatly improves the yield and purity of the product.