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Lidocaine

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Identification
Molecular formula
C14H22N2O
CAS number
137-58-6
IUPAC name
N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide
State
State

At room temperature, Lidocaine exists as a solid. It is commonly formulated and used as an aqueous solution, which is then administered for various anesthetic applications.

Melting point (Celsius)
66.00
Melting point (Kelvin)
339.15
Boiling point (Celsius)
350.80
Boiling point (Kelvin)
623.95
General information
Molecular weight
234.34g/mol
Molar mass
234.3380g/mol
Density
1.0260g/cm3
Appearence

Lidocaine typically appears as a white to slightly yellow crystalline powder. It is odorless and is generally administered in the form of a solution. Its crystalline structure is reflective and fine, making it easily recognizable in its pure form.

Comment on solubility

Solubility of N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide

The solubility of N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide (C14H22N2O) is influenced by several factors, making it an interesting subject of study in chemical sciences. This compound's unique structure contributes to its solubility characteristics.

Factors Affecting Solubility

  • Polarity: The presence of polar functional groups, such as hydroxyl (-OH) and amide (-C(=O)NH-) groups, suggests that this compound may exhibit some degree of solubility in polar solvents like water.
  • Hydrophobic interactions: The presence of bulky, non-polar phenyl groups and a dimethyl structure indicates the potential for hydrophobic interactions, which may limit solubility in aqueous environments.
  • Hydrogen bonding: The compound likely engages in hydrogen bonding with water, which can enhance solubility but may compete with hydrophobic interactions.

In summary, while N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide may demonstrate moderate solubility in polar solvents, its solubility profile is ultimately dictated by a delicate balance between polar and non-polar functional groups. Experimentation is key to accurately assessing its solubility behavior in practical applications.

Interesting facts

Interesting Facts about N-(1,1-Dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide

This compound is a fascinating synthetic derivative that falls within the realm of medicinal chemistry. Its structure indicates a complex arrangement of functional groups, which suggests potential applications in pharmacology or biotechnology. Here are some engaging facts that highlight its significance:

  • Pharmacological Potential: The intricate structure of this compound hints at its potential as a therapeutic agent. Compounds with similar architectures often exhibit activity against a variety of biological targets, making them valuable in drug development.
  • Structural Features: The presence of both dimethyl and phenyl groups enhances the lipophilicity and stability of the compound, a trait that can influence its interaction with biological membranes.
  • Amide Linkages: The amide bonds present in its structure contribute to its stability and can also play a critical role in determining the compound's reactivity and interaction with enzymes.
  • Study of Stereochemistry: The presence of multiple chiral centers (due to the dimethyl-ethyl and phenyl components) allows researchers to study stereoselectivity, which is vital in determining how different enantiomers behave biologically.
  • Versatile Syntheses: The synthesis of such complex compounds can lead to discussions about various synthetic strategies, including diversity-oriented synthesis which aims to quickly generate a diverse library of compounds for biological screening.

As a scientist, one might ponder over the mechanisms through which this compound interacts at the molecular level, which could lead to novel insights into drug design and deliverability. In essence, compounds like this serve as a testament to the ingenuity of synthetic organic chemistry, merging creativity with analytical rigor to uncover new therapeutic pathways.

In conclusion, exploring compounds like N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide not only enhances our understanding of chemical interactions but also promotes the ever-evolving quest for new medications.

Synonyms
Oxethazaine
Oxetacaine
126-27-2
Mucaine
Oxethacaine
Oxaethacainum
Oxaine
Betalgil
Oxetacaina
Stomacain
Strocain
Topicain
Muthesa
oxethazine
Oxetacainum
Oxethacaina
Milzine
Tepilta
Oxethacaina [Italian]
Oxetacainum [INN-Latin]
Oxetacaina [INN-Spanish]
Oxetacaine [INN]
CCRIS 4692
Wy-806
Oxethazaine [USAN:JAN]
Acetamide, 2,2'-[(2-hydroxyethyl)imino]bis[N-(1,1-dimethyl-2-phenylethyl)-N-methyl-
EINECS 204-780-5
FH 099
WY 806
Oxetacaine (INN)
Strocain (TN)
NSC-758444
Acetamide, 2,2'-((2-hydroxyethyl)imino)bis(N-(1,1-dimethyl-2-phenylethyl)-N-methyl-
BRN 2404063
IP8QT76V17
DTXSID0025818
OXETHAZAINE [MI]
OXETHAZAINE [JAN]
OXETHAZAINE [USAN]
OXETACAINE [MART.]
OXETACAINE [WHO-DD]
2,2'-((2-Hydroxyethyl)imino)bis(N-(1,1-dimethyl-2-phenylethyl)-N-methylacetamide)
CHEMBL127592
DTXCID605818
2-[2-hydroxyethyl-[2-[methyl-(2-methyl-1-phenylpropan-2-yl)amino]-2-oxoethyl]amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide
2-Di(N-methyl-N-phenyl-tert-butyl-carbamoylmethyl)aminoethanol
CHEBI:31947
N,N-Bis(N-methyl-N-phenyl-tert-butylacetamido)-beta-hydroxyethylamine
4-12-00-02822 (Beilstein Handbook Reference)
2,2'-((2-Hydroxyethyl)imino)bis(N-(alpha,alpha-dimethylphenethyl)-N-methylacetamide)
NSC 758444
NCGC00016382-01
CAS-126-27-2
Oxetacainum (INN-Latin)
Oxetacaina (INN-Spanish)
OXETACAINE (MART.)
Acetamide, 2,2'-((2-hydroxyethyl)imino)bis(N-(alpha,alpha-dimethylphenethyl)-N-methyl-
N-(1,1-dimethyl-2-phenyl-ethyl)-2-[[2-[(1,1-dimethyl-2-phenyl-ethyl)-methyl-amino]-2-oxo-ethyl]-(2-hydroxyethyl)amino]-N-methyl-acetamide
storocaine
Storocain
2,2'-((2-HYDROXYETHYL)IMINO)BIS(N-(.ALPHA.,.ALPHA.-DIMETHYLPHENETHYL)-N-METHYLACETAMIDE)
SR-05000001851
UNII-IP8QT76V17
2,2'-(2-Hydroxyethylimino)bis(N-(1,1-dimethyl-2-phenylethyl)-N-methylacetamide)
2,2'-(2-Hydroxyethylimino)bis[N-(1,1-dimethyl-2-phenylethyl)-N-methylacetamide]
ACETAMIDE, 2,2'-[(2-HYDROXYETHYL)IMINO]BIS[N-(ALPHA,ALPHA-DIMETHYLPHENETHYL)-N-METHYL-
N-(1,1-dimethyl-2-phenyl-ethyl)-2-((2-((1,1-dimethyl-2-phenyl-ethyl)-methyl-amino)-2-oxo-ethyl)-(2-hydroxyethyl)amino)-N-methyl-acetamide
Prestwick_767
Oxethazaine (Standard)
Spectrum_001657
Prestwick0_000058
Prestwick1_000058
Prestwick2_000058
Prestwick3_000058
Spectrum2_001987
Spectrum3_001751
Spectrum4_000202
Spectrum5_001269
cid_4621
Oxethazaine (JP18/USAN)
SCHEMBL24489
BSPBio_000215
BSPBio_003482
KBioGR_000803
KBioSS_002137
MLS002154188
DivK1c_000715
SPECTRUM1503279
SPBio_002136
SPBio_002173
BPBio1_000237
Oxethazaine, analytical standard
HMS502D17
HY-B0955R
KBio1_000715
KBio2_002137
KBio2_004705
KBio2_007273
KBio3_002702
C05AD06
NINDS_000715
HMS1568K17
HMS1922A04
HMS2093C15
HMS2095K17
HMS2236A03
HMS3370M13
HMS3712K17
HMS3885P21
Pharmakon1600-01503279
BCP07626
HY-B0955
Tox21_110407
BDBM50017672
CCG-39525
NSC758444
AKOS024284189
Tox21_110407_1
CS-4432
DB12532
FO26625
2,2'-((2-hydroxyethyl)imino)bis(N-alpha,alpha-dimethylphenethyl)-N-methylacetamide
IDI1_000715
NCGC00016382-02
NCGC00016382-03
NCGC00016382-04
NCGC00016382-07
NCGC00016382-09
NCGC00095039-01
NCGC00095039-02
NCGC00095039-03
1ST10514
MS-28631
SMR001233479
SBI-0051816.P002
DB-041818
AB00052348
NS00010381
SW196906-3
D01152
G12282
AB00052348_08
AB00052348_09
EN300-26506802
Q2412605
SR-05000001851-1
SR-05000001851-3
BRD-K56940463-001-05-4
BRD-K56940463-001-08-8
BRD-K56940463-001-13-8
BRD-K56940463-001-14-6
2-Di(N-methyl-N-phenyl-tert-butyl-carbamoylmethyl)amino ethanol;Betalgil
2-Hydroxyethyliminobis(N-[alpha,alpha-dimethylphenethyl]-N-methylacetamide)
2,2'-(2-HYDROXYETHYL)IMINO)BIS(N-(ALPHA,ALPHA-DIMETHYLPHENETHYL)-N-
2,2'-(2-hydroxyethylazanediyl)bis(N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide)
2-[(2-hydroxyethyl)({[methyl(2-methyl-1-phenylpropan-2-yl)carbamoyl]methyl})amino]-N-methyl-N-(2-methyl-1-phenylpropan-2-yl)acetamide
204-780-5
N-(1,1-Dimethyl-2-phenyl-ethyl)-2-[{[(1,1-dimethyl-2-phenyl-ethyl)-methyl-carbamoyl]-methyl}-(2-hydroxy-ethyl)-amino]-N-methyl-acetamide