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Vinblastine

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Identification
Molecular formula
C46H58N4O9
CAS number
865-21-4
IUPAC name
benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
State
State

Vinblastine is typically found as a solid at room temperature, particularly in its sulfate salt form, which is used pharmaceutically. In this form, it is often formulated into a solution for medical administration.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
811.95g/mol
Molar mass
811.9540g/mol
Density
1.3001g/cm3
Appearence
Vinblastine appears as a white to off-white crystalline powder. It is typically processed as a sulfate salt for medical uses to ensure stability and solubility in aqueous solutions.
Comment on solubility

Solubility of Benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate

The solubility of benzyl N-[[[6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate varies significantly according to several factors.

  • Solvent Polarity: The solubility in polar solvents like water is typically lower due to the nonpolar character of the indoloquinoline moiety.
  • Temperature Dependence: Generally, the solubility of organic compounds increases with temperature, so heating the solvent may enhance the dissolution process.
  • pH Levels: The solubility profile can also be affected by pH, especially if the compound exhibits acidic or basic functional groups that can ionize.
  • Concentration Effects: At higher concentrations, solubility may decrease due to saturation, leading to precipitation.

As a rule of thumb, more hydrophobic compounds tend to have lower solubility in water and may require organic solvents for adequate dissolution. The unique structure of this carbamate further emphasizes its potential challenges in solubility.

In summary, exploring the solubility behavior of benzyl N-[[[6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate can lead to valuable insights that are crucial for its application in various chemical and pharmaceutical processes.

Interesting facts

Exploring Benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate

Benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate is a fascinating compound that falls within the realm of complex organic chemistry. This molecule is noteworthy for its dual functionality involving an indoloquinoline core, which is often associated with a variety of biological activities.

Key Characteristics

  • Structural Complexity: This compound features a unique indoloquinoline structure, which consists of a fused indole and quinoline system. Such structures can exhibit significant pharmacological properties, making them of interest in medicinal chemistry.
  • Potential Biological Activity: Compounds like this one have been studied for their roles in various biological processes, including their potential anticancer and antimicrobial properties. The presence of the carbamate moiety further enhances the biological relevance.
  • Applications in Drug Design: Chemists are particularly excited about compounds with such diverse scaffolds, as they can lead to the development of new drugs targeting specific diseases. The indoloquinoline framework is known for its ability to modulate biological pathways efficiently.

Research Insights

Recent studies have shown that indoloquinoline derivatives can:

  • Inhibit specific enzyme activities that are critical in disease progression.
  • Interact with neurotransmitter receptors, which may have implications for treating neurodegenerative diseases.
  • Exhibit anti-inflammatory properties, making them potential candidates for treating chronic inflammatory conditions.

The exploration of benzyl N-[[[6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate thus opens avenues for breakthroughs in drug development. As we delve into its properties, we unveil a world of possibilities that this compound may hold for future therapeutic applications.

Synonyms
metergoline
17692-51-2
Liserdol
Metergolin
Metergolina
Methergoline
Metergolinum
FI 6337
FI-6337
(+)-N-(Carboxy)-1-methyl-9,10-dihydrolysergamine benzyl ester
1-Methyl-N-carbobenzyloxydihydro-D-lysergamin
1-Methyl-8-beta-carbobenzyloxyaminomethyl-10-alpha-ergoline
1,6-Dimethyl-8-beta-carbobenzyloxaminomethyl-10-alpha-ergoline
DTXSID5042584
CHEBI:64216
D-8-beta-((Carbobenzoxyamino)methyl)-1,6-dimethyl-10-alpha-ergoline
(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid phenylmethyl ester
NSC-755878
1501393LY5
DTXCID3022584
Carbamic acid, (((8beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester
benzyl {[(8alpha)-1,6-dimethylergolin-8-yl]methyl}carbamate
benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamate
benzyl (((8alpha)-1,6-dimethylergolin-8-yl)methyl)carbamate
benzyl N-(((6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo(4,3-fg)quinoline-9-yl)methyl)carbamate
G02CB05
241-686-3
MLS000069437
SMR000059050
CHEMBL19215
MCE
Metergoline (INN)
MFCD00153829
NCGC00017257-09
METERGOLINE [INN]
[(8beta)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester
benzyl N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methyl]carbamate
N-Cbz-[(8beta)-1,6-Dimethylergolin-8-yl]methylamine
Metergolina [DCIT]
Metergolinum [Latin]
Metergolina [Spanish]
benzyl {[(8beta)-1,6-dimethylergolin-8-yl]methyl}carbamate
Metergoline [INN:BAN]
Substance 355/255
D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline benzyl ester
(((8-beta)-1,6-Dimethylergolin-8-yl)methyl)carbamic acid benzyl ester
Metergolinum [INN-Latin]
SR-01000000003
AHR 3009
EINECS 241-686-3
D-N-Carbobenzoxydihydro-1-methyllysergamine I
UNII-1501393LY5
Benzyl 1,6-dimethylergolin-8beta-ylmethylcarbamat
Prestwick_657
CAS-17692-51-2
D-N-Carboxydihydro-1-methyllysergamine I benzyl ester
METERGOLINE [MI]
Opera_ID_1642
Prestwick0_000364
Prestwick1_000364
Prestwick2_000364
Prestwick3_000364
Carbamic acid, ((1,6-dimethylergolin-8-beta-yl)methyl)-, benzyl ester
D-8-beta-((Carboxyamino)methyl)-1,6-dimethylergoline I benzyl ester
Biomol-NT_000134
UPCMLD-DP151
METERGOLINE [MART.]
Lopac0_000726
BSPBio_000487
GTPL133
METERGOLINE [WHO-DD]
cid_28693
MLS001148102
MLS002207142
SCHEMBL117882
REGID_for_CID_28693
SPBio_002408
BPBio1_000287
BPBio1_000537
orb1303313
SCHEMBL29392365
UPCMLD-DP151:001
BDBM30704
HMS1569I09
HMS2096I09
HMS2234H19
HMS3262A14
HMS3411I04
HMS3675I04
HMS3713I09
Lysergamine, N-carboxy-9,10-dihydro-1-methyl-, benzyl ester
HY-B1033
Tox21_110808
Tox21_500726
HB1623
STL525769
AKOS015889165
Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, benzyl ester
Tox21_110808_1
AT31965
CCG-204811
CS-4551
DB13520
FM12444
KS-1369
LP00726
NSC 755878
SDCCGSBI-0050704.P002
Carbamic acid, (((8-beta)-1,6-dimethylergolin-8-yl)methyl)-, phenylmethyl ester
NCGC00017257-05
NCGC00017257-06
NCGC00017257-07
NCGC00017257-08
NCGC00017257-10
NCGC00017257-11
NCGC00017257-14
NCGC00017257-19
NCGC00022834-04
NCGC00022834-05
NCGC00022834-06
NCGC00022834-07
NCGC00022834-08
NCGC00261411-01
DA-75438
ST056348
EU-0100726
D07218
M 3668
EN300-18386599
SR-01000075561
Q6823517
SR-01000000003-2
SR-01000000003-4
SR-01000000003-5
SR-01000000003-6
SR-01000075561-1
BRD-K56699285-001-03-7
BRD-K56699285-001-18-5
BRD-K56699285-001-23-5
Metergoline;8b-Carbobenzyloxyaminomethyl-1,6-dimethyl-10a-ergoline
[(8b)-1,6-Dimethylergolin-8-yl)methyl]carbamic acid phenylmethyl ester
[[(8beta)-1,6-Dimethylergolin-8-yl]-methyl]carbamic acid phenylmethyl ester
(phenylmethyl) N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamate
benzyl (((6aR,9S,10aR)-4,7-dimethyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinolin-9-yl)methyl)carbamate
benzyl N-{[(2R,4S,7R)-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl}carbamate
N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamic acid (phenylmethyl) ester
N-[[(6aR,9S,10aR)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methyl]carbamic acid benzyl ester