Dihydrocodeine

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Dihydrocodeine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Dihydrocodeine?

The molecule Dihydrocodeine presents a molecular formula of C18H23NO3 and its IUPAC name is (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol.

Dihydrocodeine is a semi-synthetic opioid analgesic medication used to treat moderate to severe pain. It is a member of the class of drugs known as opioids, which act on the nervous system to produce a variety of effects, including pain relief, sedation, and euphoria. Dihydrocodeine is similar to other opioids such as codeine, hydrocodone, and oxycodone, but it is more potent than these drugs. It exists as a tablet, capsule, or liquid to be taken by mouth..

Dihydrocodeine is used to treat moderate to severe pain. It works by binding to the opioid receptors in the brain and spinal cord, which reduces the perception of pain. It also has sedative and euphoric effects..

Dihydrocodeine can be addictive and should be used with caution. It can cause side effects such as drowsiness, constipation, and nausea. If you experience any of these side effects, you should consult your doctor..

3D structure

Cartesian coordinates

Geometry of Dihydrocodeine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Dihydrocodeine RBOXVHNMENFORY-DNJOTXNNSA-N chemical compound 2D structure molecule svg
Dihydrocodeine

 

Molecule descriptors

 
IUPAC name(4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
InChI codeInChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
InChI KeyRBOXVHNMENFORY-DNJOTXNNSA-N
SMILESCOc1ccc2c3c1O[C@H]1[C@@H](O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
  • (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
  • (4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol
  • (5alpha,6alpha)-17-methyl-3-(methyloxy)-4,5-epoxymorphinan-6-ol
  • .alpha.-Hydrocodol
  • 125-28-0
  • 3-Methoxy-12-methyl-5,6,7,7a,8,9-hexahydro-4aH-8,9c-iminoethanophenanthro(4,5-bcd)furan-5-ol
  • 4,5.alpha.-Epoxy-3-methoxy-17-methylmorphinan-6.alpha.-ol
  • 6-alpha-Hydrocodol
  • 6alpha-Hydrocodol
  • 8,14-Dihydroneopine
  • Codeine, 7,8-dihydro-
  • Codhydrine
  • Cohydrin
  • D07831
  • DB01551
  • DEA No. 9120
  • DH-codeine
  • DIHYDROCODEINE
  • Dehacodin
  • Dicogesic
  • Dihidrocodeina
  • Dihydrocodeine
  • Dihydrocodeine (INN)
  • Dihydrocodeinum
  • Dihydrokodein
  • Dihydroneopine
  • Diidrocodeina
  • Drocode
  • GTPL7594
  • Hydrocodeine
  • IDS-ND-008(SECT.2)
  • MORPHINAN-6-OL, 4,5-EPOXY-3-METHOXY-17-METHYL-
  • Morphinan-6-alpha-ol, 4,5-alpha-epoxy-3-methoxy-17-methyl-
  • Morphinan-6-ol, 4,5-epoxy-3-methoxy-17-methyl-, (5?,6?)-
  • Morphinan-6-ol, 4,5-epoxy-3-methoxy-17-methyl-, (5alpha,6alpha)-
  • Morphinan-6alpha-ol, 4,5alpha-epoxy-3-methoxy-17-methyl-
  • N9I9HDB855
  • NSC 231319
  • NSC-231319
  • Nadeine
  • Novicodin
  • Novicondin
  • Paracodeine
  • Paracodin
  • Q377270
  • Rapacodin
  • Remedacen
  • alpha-Hydrocodol
  • dihydrocodein

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4215736
  • UNII-N9I9HDB855
  • DTXSID5022936
  • CHEMBL1595
  • CHEBI:135276
  • EINECS 204-732-3
  • SCHEMBL24607

Physico-Chemical properties

IUPAC name(4R,4aR,7S,7aR,12bS)-9-methoxy-3-methyl-2,4,4a,5,6,7,7a,13-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-ol
Molecular formulaC18H23NO3
Molecular weight301.38
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity87.21
LogP1.7
Topological polar surface area41.9

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.