Lysergic acid diethylamide | Solubility of Things

Identification

Molecular formula

C₂₀H₂₅N₃O

CAS number

50-37-3

IUPAC name

(6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

State

LSD is a solid at room temperature, but it is often distributed in liquid or on paper form for consumption.

Melting point (Celsius)

80.50

Melting point (Kelvin)

353.65

Boiling point (Celsius)

196.70

Boiling point (Kelvin)

469.85

General information

Molecular weight

323.45g/mol

Molar mass

323.4510g/mol

Density

1.1000g/cm³

Appearence

Lysergic acid diethylamide, commonly known as LSD, typically appears as a colorless, odorless crystalline substance. It is commonly distributed diluted in blotter paper but, in its pure form, is solid.

Comment on solubility

Solubility Characteristics of (6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

The solubility of (6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide (C₂₀H₂₅N₃O) can be influenced by several factors, allowing us to recognize its behavior in various solvent environments:

Polarity of the Solvent: This compound is likely to show varying solubility in polar versus non-polar solvents due to its complex structure.
Temperature Effects: Increased temperature generally aids in dissolving solid compounds, thus potentially improving its solubility.
pH Levels: The presence of functional groups in the structure may lead to changes in solubility at different pH levels.
Hydrogen Bonding: The functional groups may engage in hydrogen bonding, which can significantly affect the solubility profile of the compound.

It's important to note that while specific solubility data for this compound may not be extensively documented, **analyzing similar compounds can provide valuable insights** regarding its potential behavior in various environments. Furthermore, experimental data would be essential to derive accurate solubility parameters for practical applications.

Interesting facts

Interesting Facts about (6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

This compound, belonging to the indoloquinoline class, showcases a fascinating blend of organic chemistry and pharmacological potential. As a derivative of indole and quinoline, it possesses structural features that allow it to interact with a variety of biological targets, making it not only an object of academic interest but also a candidate for therapeutic applications.

Notable Characteristics

Complex Structure: The compound possesses multiple fused bicyclic rings, contributing to its rigidity and potential for selective receptor binding.
Functional Groups: The presence of both ethyl and methyl groups enhances the lipophilicity of the molecule, which may affect its ability to cross cellular membranes.
Pharmacological Interest: Compounds like these are frequently studied for their anti-cancer, anti-inflammatory, and neuroprotective properties, making them significant in medicinal chemistry.

In the realm of drug development, understanding the chemistry of such complex compounds is crucial. As noted in many studies, “the intricacies of molecular interactions open pathways for innovative treatments.” The dynamic nature of the indoloquinoline scaffold makes it a prominent subject of research, particularly in the search for novel therapeutic agents.

This compound also exemplifies the concept of chirality, as indicated by its specific stereochemical notation. This aspect is particularly intriguing because the three-dimensional arrangement of atoms can drastically influence biological activity and interaction with various targets.

In summary, the study of (6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide not only aligns with cutting-edge research in medicinal chemistry but also serves as an exciting case study in the broader context of organic synthesis and compound interaction in biological systems.

Synonyms

Lysergide

LYSERGIC ACID DIETHYLAMIDE

N,N-Diethyllysergamide

D-Lysergic acid diethylamide

D-Lsd

Delysid

50-37-3

LSD

Lysergamid

Lysergsaeurediaethylamid

Cubes

Pearly gates

Heavenly Blue

Royal blue

Lysergaure diethylamid

LSD-25

N,N-Diethyl-D-lysergamide

LSD (alkaloid)

LSD 25

Lysergsauerediaethylamid

Lysergic acid diethylamide-25

Lisergide

Lisergido

Lysergidum

Lysergamide, N,N-diethyl-

N,N-Diethyl-(+)-Lysergamide

Dextrolysergic Acid diethylamide

HSDB 3920

Lysergsaeurediethylamid

lisergida

(+)-Lysergic acid diethylamide

UNII-8NA5SWF92O

EINECS 200-033-2

8NA5SWF92O

(+)-Lysergide

Diethylamid kyseliny lysergove

BRN 0094179

CHEBI:6605

Acid [Street Name]

Cubes [Street Name]

DTXSID1023231

(+)-LSD

Royal Blue [Street Name]

Pearly gates [Street Name]

Wedding bells [Street Name]

Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8beta)-

Heavenly Blue [Street Name]

Lysergic acid diethylamide tartrate

[3H]-LSD

CHEMBL263881

DTXCID003231

Wedding bells

9,10-Didehydro-N,N-diethyl-6-methyl-ergoline-8-beta-carboxamide

Ergoline-8beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-

4-25-00-00939 (Beilstein Handbook Reference)

Acid (Street Name)

Cubes (Street Name)

NCGC00168265-01

NCGC00168265-02

(8R)-9,10-didehydro-N,N-diethyl-6-methylergoline-8-carboxamide

Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-

Royal Blue (Street Name)

Lysergidum [INN-Latin]

Pearly gates (Street Name)

Heavenly Blue (Street Name)

Wedding bells (Street Name)

Lisergide [DCIT]

Clearlight

Ubergluben

Barrels

Bartman

Cupcakes

Greenies

Microdots

Spoonies

Sunshine

Trippers

Yellows

Beast

CHEMBL463207

Chief

Domes

Fifty

Flats

Owsley

Scapes

Wedges

Chocolate Chips

Orange Mushroom

Orange Sunshine

Purple Microdot

Gelatin Chips

Mellow Yellow

Orange Wedges

Bart Simpson

Blotter Acid

Contact Lens

(8alpha)-N,N-Diethyl-6-Methyl-9,10-Didehydroergoline-8-Carboxamide

Purple Haze

White Light

Window Pane

Blue Cheer

Brown Dots

Cherry Top

Lisergido [INN-Spanish]

Mean Green

Paper Acid

Sugar Lump

Blue Acid

Blue Mist

Strawberry Fields

The Hawk

(6aR,9R)-N,N-diethyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide

CAS-50-37-3

California Sunshine

LSD (d-Lysergic acid N,N-diethylamide)

Lysergide [INN:BAN:DCF]

(4R,7R)-N,N-diethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

Diethylamid kyseliny lysergove [Czech]

Big F

(+)-Lysergide (1.0 mg/mL in Acetonitrile)

(+)-Lysergide (100 microg/mL in Methanol)

Acid Diethylamide, Lysergic

Diethylamide, Lysergic Acid

Hawk

Haze

Lucy in the Sky with Diamonds

Instant Zen

DEA No. 7315

Lysergide (LSD)

Wedding Bells Acid

7LD

Lysergidum (Latin)

[N-methyl-3H]LSD

LYSERGIDE [INN]

LYSERGIDE [MI]

LSD,l-

LYSERGIDE [HSDB]

GTPL17

Indolo[4,3-fg]quinoline, ergoline-8-carboxamide deriv.

LYSERGIDE [WHO-DD]

INDOLO(4,3-FG)QUINOLINE, ERGOLINE-8-CARBOXAMIDE DERIV.

SCHEMBL113755

NIOSH/KE4200000

BDBM21342

LSD,(+)

9,10-Didehydro-N,N-diethyl-6-methylergoline-8b-carboxamide

Lysergic acid diethylamide, l-isomer

Tox21_112872

Tox21_113508

BDBM50241702

Ergoline-8-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (8b)-

PDSP1_001431

PDSP1_001540

PDSP2_001415

PDSP2_001524

Lysergic acid diethylamide tartrate ci

DB04829

US20240166618, Compound LSD

(6aR,9R)-N,N-diethyl-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

(+)-LYSERGIDE (INCB:GREEN LIST)

LSD (Lysergic Acid Diethylamide;Lysergide)

KE42000000

NS00000052

C07542

Q23118

9,10-didehydro-n,n-diethyl-6-methylergoline-8beta-carboxamide

LSD (Lysergic Acid Diethylamide) 0.025 mg/ml in Acetonitrile

LSD (Lysergic Acid Diethylamide) 1.0 mg/ml in Acetonitrile

(8beta)-N,N-diethyl-6-methyl-9,10-didehydroergoline-8-carboxamide

9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-ERGOLINE-8B-CARBOXAMIDE

LSD (d-Lysergic acid N,N-diethylamide), 0.1mg/ml in Acetonitrile

LSD (d-Lysergic acid N,N-diethylamide), 1mg/ml in Acetonitrile

(8beta)-9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYLERGOLINE-8-CARBOXAMIDE

Ergoline-8-beta-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl-, (-)-

Ergoline-8b-carboxamide, 9,10-didehydro-N,N-diethyl-6-methyl- (8CI)

(8.BETA.)-9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYLERGOLINE-8-CARBOXAMIDE

ERGOLINE-8-CARBOXAMIDE, 9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-, (5.BETA., 8.BETA.)-

ERGOLINE-8-CARBOXAMIDE, 9,10-DIDEHYDRO-N,N-DIETHYL-6-METHYL-, (5beta, 8beta)-

200-033-2