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Galanthamine

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Identification
Molecular formula
C17H21NO3
CAS number
1953-04-4
IUPAC name
(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
State
State

At room temperature, galanthamine is typically found in a solid state due to its crystalline nature.

Melting point (Celsius)
126.00
Melting point (Kelvin)
399.15
Boiling point (Celsius)
537.70
Boiling point (Kelvin)
810.90
General information
Molecular weight
287.36g/mol
Molar mass
287.3610g/mol
Density
1.3700g/cm3
Appearence

Galanthamine is a white to off-white crystalline substance. It is often supplied in a powder form.

Comment on solubility

Solubility of (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine

The solubility of complex organic compounds, such as (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine, is influenced by various factors. Here are some key points to consider:

  • Polarity: Generally, compounds with polar functional groups exhibit higher solubility in polar solvents (like water), while hydrophobic regions promote solubility in non-polar solvents (like hexane).
  • Hydrogen Bonding: If the compound can form hydrogen bonds, its solubility in water may be enhanced. This is typical for compounds with -OH or -NH groups.
  • Size and Structure: Larger molecular sizes or more complex structures can hinder solubility. The specific arrangement of atoms and functional groups plays a crucial role.
  • pH Sensitivity: The solubility can also change with pH, especially if the compound contains acidic or basic functional groups, which might ionize.

In conclusion, the solubility of this compound is likely to be highly specific and may require empirical testing to determine its behavior in various solvents. Often, intricate organic compounds have limited solubility in common solvents, making it essential to explore alternatives or specific conditions for dissolution.

Interesting facts

Interesting Facts about the Compound

This compound, a complex organic molecule, showcases the intricate beauty of chemistry and its vast diversity. Here are some fascinating aspects that highlight its significance:

  • Stereochemistry: The compound possesses unique stereochemical features, including the chiral centers at the 2S and 3R positions. This chirality plays a crucial role in determining how the compound interacts with biological systems, affecting its potential medicinal applications.
  • Isoquinoline Structure: It contains a tetrahydroisoquinoline core, a common scaffold in many pharmaceuticals. This structure not only contributes to its bioactivity but also enhances its ability to engage with various biological targets.
  • Dimethoxy Groups: The presence of multiple methoxy groups increases hydrophobicity and can influence the pharmacokinetics of the compound. These groups can also enhance interactions with receptor sites, making it a subject of interest in drug design.
  • Potential Applications: Compounds with similar structures have been investigated for their potential in treating neurological disorders, pain management, and even as anti-cancer agents. Understanding this compound's properties could pave the way for novel therapeutic agents.
  • Research Opportunities: The complexity of this molecule suggests that it could serve as a template for further chemical synthesis and modification, offering myriad opportunities for students and researchers in medicinal chemistry and organic synthesis.

As a chemistry student or scientist, delving into the exploration of such compounds can be incredibly rewarding. Their intricate designs not only spark curiosity but also challenge us to understand the deeper mechanisms of chemical interactions and biological functions.

In the words of renowned chemist Linus Pauling, "The stability of the structure is a reflection of the strength of the interactions." This compound's intricate organization is a testament to this principle, emphasizing the harmony between structure and function in the world of chemistry.

Synonyms
EMETINE
Emetin
Cephaeline methyl ether
Methyl cephaeline
6',7',10,11-Tetramethoxyemetan
Emetine [BAN]
(-)-Emetine
Cephaline-O-methyl ether
Emetinum
Emetan, 6',7',10,11-tetramethoxy-
HSDB 2150
TCMDC-125531
UNII-X8D5EPO80M
EINECS 207-592-1
X8D5EPO80M
NSC-33669
BRN 0100829
CHEBI:4781
GNF-PF-196
DTXSID5022980
EMETINE [VANDF]
EMETINUM [HPUS]
EMETINE [HSDB]
EMETINE [MI]
EMETINE [WHO-DD]
(2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine
DTXCID402980
Ipecine
NSC 33669
Methylcephaeline
NSC33669
Purum (Salt/Mix)
Amebicide (Salt/Mix)
2H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-, (2S,3R,11BS)-
Dihydrochloride, Emetine
(2S,3R,11bS)-2-(((1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo(a)quinolizine
207-592-1
2H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2-((1,2,3,4-TETRAHYDRO-6,7-DIMET/
auvvaxyielkvai-uhfffaoysa-n
483-18-1
Emetine hydrochloride
Emetine (>90%)
CHEMBL50588
Emetine dihydrochloride hydrate
(2S,3R,11bS)-3-Ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-2H-benzo[a]quinolizine
CAS-483-18-1
6',7',10,11-tetrakis(methyloxy)emetan
SR-01000000081
SR-01000075853
NCGC00024379-04
2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-
YAT
6',7',10,11-Tetramethoxy-emetan
Prestwick3_000570
CBiol_002059
Lopac0_000460
SCHEMBL56277
BSPBio_000360
BPBio1_000396
BDBM38871
cid_6603320
GTPL11087
Bio1_000345
Bio1_000834
Bio1_001323
GLXC-15435
HY-B1479
Tox21_110901
BDBM50216297
STL565152
6'',7'',10,11-tetramethoxyemetan
AKOS037623356
Tox21_110901_1
CCG-204552
DB13393
FE22663
SDCCGSBI-0050445.P002
NCGC00024379-05
NCGC00024379-06
NCGC00024379-07
NCGC00024379-08
NCGC00024379-09
NCGC00024379-10
NCGC00024379-11
NCGC00024379-12
NCGC00024379-13
NCGC00024379-14
NCGC00024379-16
NCGC00024379-17
NCGC00024379-24
NCGC00024379-25
NCGC00024379-29
DA-63172
NCI60_002959
CS-0013180
NS00005212
C09421
Q3050386
SR-01000000081-3
SR-01000000081-5
SR-01000075853-5
BRD-K03067624-001-01-5
BRD-K03067624-001-02-3
BRD-K03067624-300-02-9
6',7',10,11-Tetramethoxy-emetan;Emetine;(-)-Emetine
Emetine hydrochloride, European Pharmacopoeia (EP) Reference Standard
Emetine hydrochloride, United States Pharmacopeia (USP) Reference Standard
2H-Benzo[a]quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-(2S,3R,11bS)-