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Buprenorphine

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Identification
Molecular formula
C29H41NO4
CAS number
52485-79-7
IUPAC name
5-(cyclopropylmethyl)-16-(1-hydroxy-1,2,2-trimethyl-propyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
State
State

At room temperature, buprenorphine is a solid.

Melting point (Celsius)
216.00
Melting point (Kelvin)
489.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
467.64g/mol
Molar mass
467.6390g/mol
Density
1.2100g/cm3
Appearence

Buprenorphine is typically found as a white or off-white crystalline powder. Depending on its formulation, it might also appear in forms suitable for sublingual or transdermal delivery.

Comment on solubility

Solubility of 5-(cyclopropylmethyl)-16-(1-hydroxy-1,2,2-trimethyl-propyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol

The solubility characteristics of the compound C29H41NO4 can reveal much about its chemical behavior and potential applications. Here are some considerations concerning its solubility:

  • Polar vs. Non-Polar: Given the presence of functional groups such as the hydroxy (-OH) and methoxy (-OCH3) groups, this compound may exhibit moderate to good solubility in polar solvents, particularly alcohols and lower alcohols.
  • Hydrophobic Regions: The extensive hydrocarbon segments might contribute to hydrophobic characteristics, suggesting that while the compound may be soluble in some polar solvents, it may have limited solubility in water.
  • Complex Interactions: The overall complex structure indicates that solubility might also depend on the conditions such as temperature, pH, and the presence of other solutes. This complexity can lead to substantial variability in solubility profiles.

In summary, while the compound C29H41NO4 may display solubility in certain solvents, the balance between hydrophilic and hydrophobic features makes precise predictions challenging. It is always advisable to conduct empirical solubility tests to determine the solubility in specific solvents under varying conditions.

Interesting facts

Interesting Facts about 5-(Cyclopropylmethyl)-16-(1-hydroxy-1,2,2-trimethyl-propyl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol

This intriguing compound showcases the complex interplay of organic chemistry and structural diversity. It belongs to a class of compounds known as hexacyclic structures, which are significant in various biological applications. Here are some interesting facets of this compound:

  • Structural Complexity: With a unique arrangement of rings and functional groups, the compound presents an intricate architecture that is often the subject of detailed studies in synthesis and characterization.
  • Relevance in Pharmacology: Compounds of this nature can exhibit potential biological activity, making them interesting candidates for drug development, particularly in the realm of anti-cancer and anti-inflammatory research.
  • Functional Groups: The presence of functional groups such as -OH (hydroxyl group) and -O- (methoxy group) can greatly influence the reactivity and solubility of the compound, impacting its utility in various applications.
  • Cyclopropylmethyl Group: The incorporation of a cyclopropylmethyl group can enhance the compound's metabolic stability and offer an interesting avenue for exploring structure-activity relationships.
  • Synthesis Challenges: The complexity of synthesis routes leading to such compounds makes them a subject of interest in organic synthesis and neo-synthesis methods, appealing to both seasoned chemists and enthusiastic students alike.

This remarkable compound stands at the crossroads of synthetic organic chemistry and potential therapeutic application, embodying the innovation and creativity inherent in the field. As researchers continue to delve into these complex molecules, the possibilities for new discoveries and applications are virtually limitless.

Synonyms
RX 6029M
CHEMBL3580442
SCHEMBL10031247
DTXSID60860647
RMRJXGBAOAMLHD-UHFFFAOYSA-N
136781-89-0
LFA78189
NS00076923
L001234
Buprenorphine-d4 (cyclopropyl-2,2,3,3-d4) hydrochloride
(1S,2S,6R,15S,16R)-5-(Cyclopropylmethyl)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
[5.alpha.,7.alpha.(S)]-17-(Cyclopropylmethyl)-.alpha.-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-.alpha.-methyl-6,14-ethenomorphinan-7-methanol
17-(cyclopropylmethyl)-18-(2-hydroxy-3,3-dimethylbutan-2-yl)-6-methoxy-18,19-dihydro-4,5-epoxy-6,14-ethenomorphinan-3-ol
6,14-Ethenomorphinan-7-methanol, 17-(cyclopropylmethyl)-.alpha.-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-.alpha.-methyl-, (5-.alpha.,7-.alpha.-(S))-