CODEINE - (76-57-3)

Introduction

Name: codeine; (5α,6α)-7,8-didehydro-4,5-epoxy-3-methoxy-17-methylmorphinan-6-ol
* IUPAC
CAS Number: 76-57-3
Chemical Formula: C18H21NO3
Molar Mass: 299.36424 g
Mass Percent: C 72.217 %; H 7.0705 %; N 4.6788 %; O 16.033 % 

Classification

Uses/Function

• "Analgesic (narcotic); antitussive." 1

• "The more potent opioid analgesics - morphine, codeine, and heroin - moderate the brain's perception of pain by binding to receptor sites on neurons in the central nervous system." 2

Physical Properties

Melting Point:*
157.5°C 3 = 430.65 K = 315.5°F

Density (g/cm3):
1.32 at 25°C 3
* - 1 atm pressure

Solubility

Qualitative:
soluble:  • • 3
very soluble:  3

Bonding

Double Bonds: 4
Triple Bonds: 0
Sigma Bonds: 47
Pi Bonds: 4
Total: 51
Carboxyl Groups: 0
Hydroxyl Groups: 1
Hybridization: single bonded carbons, nitrogen, and oxygen are sp3; double bonded carbons are sp2

For More Information

Sources

(1) - The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, 13th ed.; Budavari, S.; O'Neil, M.J.; Smith, A.; Heckelman, P. E.; Kinneary, J. F., Eds.; Merck & Co.: Whitehouse Station, NJ, 2001; entry 2488.
(2) - Suchocki, John. Conceptual Chemistry: Understanding Our World of Atoms and Molecules; Addison Wesley: San Francisco, California, 2001; p 476.
(3) - Lide, David R. CRC Handbook of Chemistry and Physics, 83rd ed.; CRC Press: Boca Raton, FL, 2002; p 3-211.