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Rimonabant

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Identification
Molecular formula
C22H21Cl2IN4O
CAS number
168273-06-1
IUPAC name
1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide
State
State

At room temperature, rimonabant is typically in a solid state, particularly in the form of crystalline powder.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
462.24g/mol
Molar mass
462.8200g/mol
Density
1.5670g/cm3
Appearence

Rimonabant is generally found as a colorless, off-white solid. It usually appears in a crystalline form under room temperature conditions.

Comment on solubility

Solubility of 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide

The solubility of the compound 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide (C22H21Cl2IN4O) can be quite intricate due to its structural complexity and the presence of halogen atoms that can influence solubility in various solvents.

Factors Influencing Solubility:

  • Polarity: The presence of electronegative atoms such as chlorine and iodine in the molecular structure contributes to a mixed polarity. This may lead to limited solubility in non-polar solvents while providing better solubility in polar solvents.
  • Hydrogen Bonding: The presence of the carboxamide group suggests potential for hydrogen bonding with solvents, enhancing solubility in polar protic solvents like water or alcohols.
  • Van der Waals Forces: Interactions between aromatic rings and other molecular groups could also play a significant role in solubility, affecting how the compound interacts with different solvents.

As a general observation, compounds that contain multiple halogens and a complex distribution of functional groups often exhibit:

  • Inconsistent solubility profiles across various solvents
  • Higher solubility in organic solvents like ethanol and dimethyl sulfoxide (DMSO)
  • Limited solubility in water due to potential hydrophobic interactions from the aromatic rings

In summary, understanding the solubility of this complex compound necessitates careful consideration of its structural features and the interactions with potential solvents.

Interesting facts

Interesting Facts about 1-(2,4-Dichlorophenyl)-5-(4-Iodophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide

This complex compound belongs to a class of compounds that have captured the attention of researchers in various fields, particularly medicinal chemistry. Its design showcases some fascinating aspects that make it an intriguing subject of study.

Key Highlights:

  • Structural Diversity: The presence of multiple aromatic rings, including dichlorophenyl and iodophenyl groups, along with a pyrazole ring, contributes to a rich structural diversity. This variety can lead to different interaction patterns with biological targets.
  • Biological Activity: Compounds featuring pyrazole skeletons are noted for their biological activity. They can potentially act as inhibitors for various enzymes, making them candidates for therapeutic development, especially in the field of oncology and anti-inflammatory agents.
  • Halogen Influence: The incorporation of halogens such as chlorine and iodine is significant. These elements often enhance the lipophilicity of compounds, which can improve their bioavailability and interaction with biomolecular targets.
  • Piperidine Linkage: The piperidine moiety in the structure can provide flexibility, allowing the compound to adopt various conformations, which is crucial for binding to its target receptor.

Notably, researchers are constantly exploring the versatility of such compounds in drug design and development. As one scientist aptly put it, "The beauty of synthetic chemistry lies in its ability to craft molecules with purposeful design, each with its narrative of potential." Continuing studies may unlock new pathways in therapeutic treatments, making such compounds essential in the arsenal of medicinal chemistry.

Synonyms
AM251
183232-66-8
AM-251
AM 251
1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
N-(Piperidin-1-yl)-5-(4-iodophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide
1h-pyrazole-3-carboxamide, 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-n-1-piperidinyl-
AM 251 (pharmaceutical)
3I4FA44MAI
1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide
CHEBI:90724
(S)-6-Hydroxy Nicotine
1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide
CHEMBL285932
DTXSID7042695
N-(piperidin-1-yl)-1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxamide
N-(Piperidin-1-yl)-5-(4-iodophenyl)-1-(2, 4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide
1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1-piperidyl)pyrazole-3-carboxamide
SMR000466284
SR-01000597360
UNII-3I4FA44MAI
C22H21Cl2IN4O
1-(2,4-DICHLOROPHENYL)-5-(4-IODOPHENYL)-4-METHYL-N-(PIPERIDIN-1-YL)PYRAZOLE-3-CARBOXAMIDE
1H-Pyrazole-3-carboxamide, 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-; 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide; AM 251; AM 251 (pharmaceutical)
5-[(2S)-1-Methyl-2-pyrrolidinyl]-2(1H)-pyridinone; (-)-5-(1-Methyl-2-pyrrolidinyl) -2-pyridinol; 6-Hydroxynicotine; L-6-Hydroxynicotine; 6-Hydroxynicotine;
Tocris-1117
CPD000466284
A1D9D
CBiol_001833
BSPBio_001525
KBioGR_000245
KBioSS_000245
MLS000758233
MLS001424171
BML3-F08
GTPL3317
SCHEMBL1040316
DTXCID5022695
BDBM21279
KBio2_000245
KBio2_002813
KBio2_005381
KBio3_000489
KBio3_000490
EX-A696
BUZAJRPLUGXRAB-UHFFFAOYSA-N
Bio1_000119
Bio1_000608
Bio1_001097
Bio2_000245
Bio2_000725
HMS1361M07
HMS1791M07
HMS1989M07
HMS2052K15
HMS3267K22
HMS3394K15
HMS3402M07
HMS3412I21
HMS3649G04
HMS3651B15
HMS3676I21
HMS3884H18
BCP21728
AM251?
HB2776
MFCD01861181
s2819
AKOS024456393
AM 251; AM-251
AM251, >98% (HPLC), solid
BA17338
BCP9000280
CCG-101124
CS-3920
NC00374
SB19550
IDI1_033995
NCGC00025011-01
NCGC00025011-02
NCGC00025011-03
NCGC00025011-04
AC-32778
AS-74465
HY-15443
DB-004430
A3151
NS00017954
SW197754-2
C20220
AM-251 is known as a CB1 receptor antagonist.
L000964
Q4652514
SR-01000597360-1
SR-01000597360-6
BRD-K92000912-001-02-7
BRD-K92000912-001-06-8
BRD-K92000912-001-11-8
BRD-K92000912-001-12-6
1-(2,4-Dichloro-phenyl)-5-(4-iodo-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide
N-(Piperidin-1-yl)-5-(4-iodophenyl) -1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-car boxamide