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C3196

Sigma-Aldrich

S(−)-Cathinon -hydrochlorid

Synonym(e):

α-Aminopropiophenon -hydrochlorid, S-(−)-2-Amino-1-phenyl-1-propanon -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C9H11NO · HCl
CAS-Nummer:
71031-15-7
Molekulargewicht:
185.65
MDL-Nummer:
MFCD00673264
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24892592
NACRES:
NA.77

Form

powder

Qualitätsniveau

200

Arzneimittelkontrolle

USDEA Schedule I; Home Office Schedule 1; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIA (Portugal)

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Löslichkeit

H2O: soluble
ethanol: soluble

Anwendung(en)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

Lagertemp.

2-8°C

SMILES String

Cl.C[C@H](N)C(=O)c1ccccc1

InChI

1S/C9H11NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7H,10H2,1H3;1H/t7-;/m0./s1

InChIKey

HPZCAKYHISJOIK-FJXQXJEOSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Cathinone is a monoamine alkaloid of Khat shrub. It is a β-keto derivative of amphetamine. Cathinone is structurally similar to dopamine and amphetamine. A synthetic cathinone is categorized as a new psychoactive substance.

Biochem./physiol. Wirkung

Cathinone is the major central nervous system stimulant. Like amphetamine, it is a potent releaser of norepinephrine and dopamine from their intracellular stores. Cathinone derivates are known to have prolonged effects on nervous and blood vascular systems. The mode of action of its derivative is by inhibiting the reuptake of neurotransmitters and stimulating cathinone-sensitive receptors.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Analysenzertifikate (COA)

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D J Calcagnetti et al.
Progress in neuro-psychopharmacology & biological psychiatry, 17(4), 637-649 (1993-07-01)
1. The objective of Exp. 1 was to determine whether intracerebroventricular (ICV) injection of cathinone CATH (8.0-32 micrograms) would produce a dose-dependent conditioned place preference (CPP) and/or activation in rats. Results indicate that rats conditioned with 16 or 32 micrograms
A E Fleckenstein et al.
European journal of pharmacology, 382(1), 45-49 (1999-11-11)
High-dose administrations of amphetamine, methamphetamine, cathinone, methcathinone or methylenedioxymethamphetamine rapidly decrease dopamine and serotonin transporter function in vivo, as assessed in striatal synaptosomes obtained from drug-treated rats. In contrast, high-dose injections of fenfluramine, cocaine or methylphenidate had little or no
E A Pehek et al.
Neuropharmacology, 29(12), 1171-1176 (1990-12-01)
The effects of (-)cathinone, the primary psychoactive alkaloid of the Khat plant, were compared to those of (+)amphetamine in the anterior caudate-putamen and the nucleus accumbens. In vivo microdialysis was used to measure extracellular levels of dopamine and metabolites in
P Kalix et al.
Biochemical pharmacology, 35(18), 3015-3019 (1986-09-15)
The alkaloid (-)cathinone is a potent stimulant with pharmacological properties closely resembling those of (+)amphetamine. Since (-)cathinone is capable of inducing release at physiological catecholamine storage sites, it has been suggested that (-)cathinone and (+)amphetamine have the same mechanism of
Marcin Rojkiewicz et al.
Forensic toxicology, 36(1), 141-150 (2018-01-26)
In this study, we performed identification and physicochemical characterization of two cathinone derivatives, 4-FPD and 4-MEAP, found in market-available materials. The compounds were characterized by electrospray ionization ion trap mass spectrometry (MS) in MS2 and MS3 modes, gas chromatography-MS, infrared
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