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Dimethocaine

HCID 7177
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Grundinformationen

CAS
94-15-5
Standard-SMILES
CCN(CC)CC(C)(C)COC(=O)c1ccc(N)cc1
InChIKey
OWQIUQKMMPDHQQ-UHFFFAOYSA-N
Summenformel
C16H26N2O2
Durchschnittliche Molmasse
278,39 g/mol
Monoisotopische Masse
278,19942808

Überblick

Dimethocaine is a benzoate ester.

Namen und Bezeichner

Bevorzugter Name
Dimethocaine
IUPAC
[3-(diethylamino)-2,2-dimethylpropyl] 4-aminobenzoate
Englischer Name
Dimethocaine
Summenformel
C16H26N2O2
Molmasse
278.39

Namen und Synonyme

Dimethocaine94-15-53-(Diethylamino)-2,2-dimethylpropyl 4-aminobenzoateR3L4A6GOWZNSC-68927(3-Diethylamino-2,2-dimethyl)propyl 4-aminobenzoat1-Propanol, 3-(diethylamino)-2,2-dimethyl-, 4-aminobenzoate (ester)DTXSID40240185NSC68927RefChem:134182DTXCID40162676Larocaine
Weitere Namen anzeigen
Larocaine dimethocaine4-Aminobenzoesaeure-3-diethylamino-2,2-dimethylproplylesterDimercaineDiMethocineLarocaine 99%dimethylcaine
[3-(diethylamino)-2,2-dimethylpropyl] 4-aminobenzoate1-Propanol, 3-(diethylamino)-2,2-dimethyl-, p-aminobenzoate1-Propanol, 3-(diethylamino)-2,2-dimethyl-, p-aminobenzoate (ester)3-Diethylamino-2,2-dimethylpropyl 4-AminobenzoateUNII-R3L4A6GOWZNSC 68927BRN 22159672-Dicyclohexylphosphino-2',6'-bis(N,N-dimethylamino)biphenyl; 2'-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethylbiphenyl-2,6-diamine

Datenbank-Bezeichner

CAS
94-15-5
PubChem CID

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,1
Polarare Oberfläche (TPSA)
55,6 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
8
Schwere Atome
20
Formalladung
0
Komplexität
293

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

DEA NFLIS-Drug Category -> Stimulants

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Physikochemische Eigenschaften

Schmelzpunkt
53 to · 53.0 to 57.0 °C
Siedepunkt
421.21 °C · 421.21°C (rough estimate)
Dichte
1.035 · 1.035
Brechungsindex
1.529 · 1.5290 (estimate)
storage temp.
Refrigerator
Löslichkeit
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
pka
10.08 · 10.08±0.25(Predicted)
Farbe
Pale Orange to Light Orange
Merck
14 · 14,3221
InChI
InChI=1S/C16H26N2O2/c1-5-18(6-2)11-16(3,4)12-20-15(19)13-7-9-14(17)10-8-13/h7-10H,5-6,11-12,17H2,1-4H3

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

RTECS-Nr.
UB1575000

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 1 Eintrag

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

Anwendungen · 2 Einträge

BeschreibungDimethocaine, also known as DMC or larocaine, is a compound with stimulating effects similar to those of cocaine. It was used in the 1930s as a local anesthetic in dentistry and ophthalmology. Just like cocaine, dimethocaine is addictive due to its stimulation of the reward pathway in the brain. However, dimethocaine is a legal cocaine replacement in some countries and is even listed by the European Monitoring Centre for Drugs and Drug Addiction (EMCDDA) under the category “synthetic cocaine derivatives”. The structure of dimethocaine, being a 4-aminobenzoic acid ester, resembles that of procaine.

VerwendenDimethocaine is a local anesthetic with stimulatory properties that is half the potency of cocaine. It is often abused as a legal substitute for cocaine. The drug is administered intravenously or nasally, because ingestion would lead to rapid hydrolyzation.Its positive effects are euphoria, stimulation, increased talkativeness and mood lift.However, because dimethocaine acts similar as cocaine, it has comparable negative side effects. These side effects include: tachycardia, difficulty with breathing, pain on the chest, vasoconstriction, insomnia, paranoia and anxiety.

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
7177
DTXSID
DTXSID40240185
ChEMBL
CHEMBL4752832
ChEBI
CHEBI:135154
UNII
R3L4A6GOWZ
Nikkaji
J4.695G
InChIKey
OWQIUQKMMPDHQQ-UHFFFAOYSA-N
SMILES
C(OC(=O)C1=CC=C(N)C=C1)C(CN(CC)CC)(C)C
CAS Datenbank
94 · 94-15-5
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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Dimethocaine is a benzoate ester. It is derivate from cocaine, it is not a part of the organic alkaloid mix coming from a coca plant. It is very popular research chemical, mainly used as local anesthetic, but also the stimulant qualities appeared to be shown immediately.