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Cephalotaxine

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Identification
Molecular formula
C20H25N3O
CAS number
4774-14-5
IUPAC name
3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea
State
State

At room temperature, cephalotaxine is in a solid state. It forms crystalline structures that are stable under standard room conditions, unless exposed to factors that may induce a phase transition, such as high heat or moisture.

Melting point (Celsius)
145.00
Melting point (Kelvin)
418.15
Boiling point (Celsius)
278.30
Boiling point (Kelvin)
551.45
General information
Molecular weight
348.45g/mol
Molar mass
348.4540g/mol
Density
1.2750g/cm3
Appearence

Cephalotaxine typically presents as a crystalline solid. The compound itself is often obtained in the form of crystals when purified, and it may vary in color slightly when impurities are present or under different lighting conditions. The pure form should be colorless and appear as clear crystals.

Comment on solubility

Solubility of 3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea

Understanding the solubility of 3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea is essential for its application in various fields. The solubility of this complex compound is influenced by several factors:

  • Polarity: The molecular structure indicates both hydrophobic and hydrophilic regions, which may allow moderate solubility in polar solvents like water as well as non-polar solvents such as organic solvents.
  • Hydrogen Bonding: The presence of urea functional groups suggests that this compound may engage in hydrogen bonding, potentially enhancing its solubility in polar mediums.
  • Temperature Dependent: It is known that the solubility often increases with temperature. Therefore, an increase in temperature could lead to better dissolving of this compound in various solvents.
  • pH Influence: The solubility may also be affected by the pH of the solution, especially due to the urea moiety, which can interact differently in various pH environments.

In summary, while there isn't a definitive universally known solubility value for this specific compound, it is reasonable to hypothesize that moderate levels of solubility can be expected in both polar and non-polar solvents based on its chemical structure and functional group characteristics.

Interesting facts

Interesting Facts about 3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethyl-urea

This intriguing compound belongs to a class of substances known for their potential biological activities. Here are some noteworthy points:

  • Diverse Applications: Compounds of this type are often explored for their pharmacological properties, making them interesting candidates for drug development.
  • Synthetic Complexity: The synthesis of this compound showcases the beauty of organic chemistry. The incorporation of multiple functional groups allows for the exploration of structure-activity relationships.
  • Indole Framework: The presence of the indole moiety, a common structure in many natural products, suggests that this compound may exhibit biological significance, potentially influencing various biochemical pathways.
  • Tetrahydroquinoline: This particular framework plays a vital role in various medicinal chemistry studies, often associated with compounds that exhibit potent activity against several diseases.
  • Chirality and Selectivity: The specific stereochemistry (6aR,9S) of this molecule can lead to significant differences in biological activity, thus emphasizing the importance of stereochemical consideration in drug design.

Researchers are continuously uncovering the potential of such compounds in fields ranging from pharmaceuticals to agrochemicals. Understanding the intricate details of their structure is key in unveiling their mysteries. As one scientist aptly put it, "Every molecule tells a story; it's our job to decode it."

Synonyms
LISURIDE
Lysuride
18016-80-3
Lisurida
Lisuridum
Dopergin
N'-((8alpha)-9,10-Didehydro-6-methylergolin-8-yl)-N,N-diethylurea
E0QN3D755O
CHEBI:51164
DTXSID3023217
Lysurid
Methylergol Carbamide
Urea, N'-((8alpha)-9,10-didehydro-6-methylergolin-8-yl)-N,N-diethyl-
Mesylate, Lisuride
3,3-diethyl-1-[(4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaen-4-yl]urea
Carbamide, Methylergol
Hydrochloride, Lisuride
3,3-diethyl-1-((4S,7R)-6-methyl-6,11-diazatetracyclo(7.6.1.0^(2,7).0^(12,16))hexadeca-1(16),2,9,12,14-pentaen-4-yl)urea
Revanil 200
DTXCID803217
G02CB02
N02CA07
241-925-1
Lisuride [INN]
Lisuride (INN)
Lisuride (S)(-)
CHEMBL157138
1,1-diethyl-3-[(8alpha)-6-methyl-9,10-didehydroergolin-8-yl]urea
Urea, N'-[(8a)-9,10-didehydro-6-methylergolin-8-yl]-N,N-diethyl-
18016-80-3 (free base)
Lisuridum [INN-Latin]
S-(-)-Lisuride
140387-89-9
Lisurida [INN-Spanish]
3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethylurea
N,N-diethyl-N'-[(8alpha)-6-methyl-9,10-didehydroergolin-8-yl]urea
1,1-diethyl-3-((6ar,9s)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-yl)urea
Lisuride [INN:BAN]
EINECS 241-925-1
UNII-E0QN3D755O
DL-Lisuride
(+)-lisuride
H8G
lisuride, (S)
Prestwick_525
LISURIDE; Lysuride
3-(9,10-Didehydro-6-methylergolin-8alpha-yl)-1,1-diethylurea
LISURIDE [MI]
Prestwick0_000106
Prestwick1_000106
Prestwick2_000106
Prestwick3_000106
GTPL43
LISURIDE [WHO-DD]
Lopac0_000751
SCHEMBL43950
BSPBio_000092
SPBio_002031
BPBio1_000102
orb1688971
SCHEMBL29435356
DTXSID30274075
EX-A11202A
GLXC-21956
HMS1568E14
BDBM50056445
CCG-204836
DB00589
NCGC00179663-02
HY-12713
CS-0012290
NS00001952
D08132
EN300-19752568
Q424446
BRD-K67943528-050-01-4
1,1-diethyl-3-(9,10-didehydro-6-methyl-8alpha-ergolinyl)urea
3-(9,10-didehydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea
3-(9,10-DIDEHYDRO-6-METHYLERGOLIN-8.ALPHA.-YL)-1,1-DIETHYLUREA
N''-((8alpha)-9,10-Didehydro-6-methylergolin-8-yl)-N,N-diethylurea
3,3-diethyl-1-[(4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(15),2,9,12(16),13-pentaen-4-yl]urea