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Cocaine

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Identification
Molecular formula
C17H21NO4
CAS number
50-36-2
IUPAC name
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate
State
State

Cocaine is a solid at room temperature.

Melting point (Celsius)
98.00
Melting point (Kelvin)
371.15
Boiling point (Celsius)
187.00
Boiling point (Kelvin)
460.15
General information
Molecular weight
303.35g/mol
Molar mass
303.3530g/mol
Density
1.2160g/cm3
Appearence

At room temperature, cocaine is typically encountered as a white, crystalline powder or as a white, flaky substance. As a street drug, it is often diluted with various additives. As a pure chemical compound, its appearance is that of white shiny, crystalline flakes.

Comment on solubility

Solubility of (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate

The solubility of the compound (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate, with the chemical formula C17H21NO4, can be understood through several intriguing aspects:

  • Polarity: The presence of multiple functional groups, particularly the hydroxyl (-OH) and ester linkages, enhances the polarity of this compound. This characteristic typically promotes solubility in polar solvents.
  • Hydrogen Bonding: The -OH group can form hydrogen bonds with water molecules, which significantly increases solubility in aqueous environments.
  • Solvent Compatibility: Conversely, due to its hydrophobic phenyl group, solubility may be diminished in non-polar solvents, favoring a more balanced solvation effect where mixed solvents could be beneficial.
  • Temperature Effect: Solubility can also be temperature-dependent. As temperature increases, solubility in most solvents tends to enhance due to increased molecular motion.

In summary, the solubility of (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate is likely to be favorable in polar solvents due to its structural components. However, one must consider solvent type and environmental conditions to fully understand its solubility profile.

Interesting facts

Interesting Facts About (8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate

This compound, known as an ester derivative, showcases a fascinating structure that combines elements from carbon, nitrogen, and oxygen in a unique way. Here are some intriguing aspects:

  • Complex Structure: The presence of the bicyclic structure in this compound indicates a rich chemical environment, offering multiple sites for bonding and reactions.
  • Pharmacological Potential: Compounds with similar structures have been studied for their potential in medicinal chemistry, particularly for their activity in the central nervous system.
  • Synthesis Insight: The synthesis of such compounds often requires innovative techniques in organic chemistry, involving the use of protecting groups and multi-step reactions.
  • Importance of Chirality: Being a chiral molecule, it can exist in different enantiomeric forms, which may result in different biological activities, thus emphasizing the importance of stereochemistry in drug design.
  • Relevant Research: It’s important in the field of chemical research to analyze compounds like this for their potential therapeutic effects, leading to the development of new pharmacological agents.

As a scientist or chemistry student, studying this compound not only enhances your understanding of organic chemistry but also encourages a deeper appreciation for the elaborate structures that nature can produce. The intricate design of (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenyl-propanoate signifies the exciting interplay between structure and function in medicinal chemistry.

Synonyms
L-Hyoscyamine
hyoscyamine
Atropine sulfate
DL-Tropyl tropate
Daturine (sulfate)
1.alpha.H,5.alpha.H-Tropan-3.alpha.-ol (.+/-.)-tropate (ester)
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 3-hydroxy-2-phenylpropanoate
83454-31-3
Benzeneacetic acid, .alpha.-(hydroxymethyl)- 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester endo-(.+/-.)-
L-Hyoscyamine (sulfate)
CHEMBL195
SR-01000075162
Atropine sulfate anhydrous
Benzeneacetic acid, .alpha.-(hydroxymethyl)-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [3(S)-endo]-
Atropine,(-)
Atropisol (Salt/Mix)
Spectrum_001159
L-HYOSCYAMINE HEMISULFATE SALT
()-HYOSCYAMINE
(.+/-.)-Atropine
Prestwick0_000565
Prestwick1_000565
Prestwick2_000565
Prestwick3_000565
Spectrum2_000094
Spectrum3_000307
Spectrum4_001813
Spectrum5_000545
(.+/-.)-Hyoscyamine
Benzeneacetic acid, .alpha.-(hydroxymethyl)-, 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, [3(S)-endo]-, sulfate (2:1) (salt)
UPCMLD-DP018
SCHEMBL2813
(.+/-.)-Tropyl tropate
CHEMBL9751
Lopac0_000042
Lopac0_000567
Oprea1_442738
BSPBio_000350
BSPBio_001874
KBioGR_002450
KBioSS_001639
DivK1c_000558
SPBio_000048
SPBio_002569
BPBio1_000386
UPCMLD-DP018:001
BDBM86231
KBio1_000558
KBio2_001639
KBio2_004207
KBio2_006775
KBio3_001374
DTXSID00858967
CHEBI:104243
NINDS_000558
HMS3261B16
HMS3372F19
HMS3373B22
HMS3652A17
L-Hyoscyamine, analytical standard
NAA26935
NSC_3661
Tox21_500567
BBL033747
STL374102
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate
AKOS009031432
CCG-204138
FA31540
LP00567
SDCCGMLS-0066623.P001
SDCCGSBI-0050031.P007
Tropic acid, 3-.alpha.-tropanyl ester
CAS_51-55-8
IDI1_000558
SMP1_000031
L-Hyoscyamine, >=98% (TLC), powder
NCGC00015026-03
NCGC00015026-04
NCGC00015026-05
NCGC00015026-06
NCGC00015026-07
NCGC00015026-08
NCGC00015026-09
NCGC00015026-10
NCGC00015026-11
NCGC00015026-12
NCGC00015026-13
NCGC00015026-14
NCGC00015026-21
NCGC00015026-22
NCGC00015026-28
NCGC00093951-01
NCGC00093951-02
NCGC00093951-03
NCGC00093951-04
NCGC00094699-01
NCGC00094699-02
NCGC00161600-01
NCGC00161600-02
NCGC00161600-03
NCGC00261252-01
AC-15995
VS-12248
SBI-0050031.P005
DB-051989
A0754
AB00514677
CS-0526746
EU-0100567
H0450
NS00008542
D88314
H 9002
SBI-0050031.0001
AB00514677_07
2-Phenylhydracrylic acid 3-.alpha.-tropanyl ester
L001264
.beta.-Phenyl-.gamma.-oxypropionsaeure-tropyl-ester
8-Methyl-8-azabicyclo[3.2.1]oct-3-yl tropate #
SR-01000075162-1
SR-01000075162-2
BRD-A93739713-065-03-5
BRD-A93739713-065-04-3
Q27181620
SR-01000075162-12
SR-01000075162-13
1.alpha.H,5.alpha.H-Tropan-3.alpha.-ol (.+/-.)-tropate
1-.alpha.-H,5-.alpha.-H-Tropan-3-.alpha.-ol (.+/-.)-tropate
(8-methyl-8-azabicy-clo[3.2.1]oct-3-yl) 3-hydroxy-2-phenylpropanoate
(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) 3-hydroxy-2-phenyl-propanoate
8-Methyl-8-azabicyclo[3.2.1]oct-3-yl alpha-(hydroxymethyl)benzeneacetate
3-hydroxy-2-phenylpropanoic acid (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) ester
.alpha.-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester, endo-
Benzeneacetic acid, .alpha.-(hydroxymethyl)- (3-endo)-8-methyl-8-azabicyclo(3.2.1)oct-3-yl ester