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Merck

R0283

Sigma-Aldrich

Ropivacain -hydrochlorid Monohydrat

≥98% (HPLC)

Synonym(e):

(2S)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinecarboxamide hydrochloride monohydrate, (S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride monohydrate, Naropin hydrochloride monohydrate

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About This Item

Empirische Formel (Hill-System):
C17H26N2O · HCl · H2O
CAS-Nummer:
Molekulargewicht:
328.88
MDL-Nummer:
UNSPSC-Code:
12352203
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D -9 to -12, c = 1 in methanol

Lagerbedingungen

desiccated

Farbe

white to off-white

Löslichkeit

H2O: 5 mg/mL, clear

Ersteller

AstraZeneca

Lagertemp.

2-8°C

SMILES String

O.Cl.CCCN1CCCC[C@H]1C(=O)Nc2c(C)cccc2C

InChI

1S/C17H26N2O.ClH.H2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3;;/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20);1H;1H2/t15-;;/m0../s1

InChIKey

VSHFRHVKMYGBJL-CKUXDGONSA-N

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Allgemeine Beschreibung

Ropivacaine has lidocaine-related structure with tertiary amine side chains. It is a pure S(-)enantiomer with a propyl group on the piperidine nitrogen atom.

Anwendung

Ropivacaine hydrochloride monohydrate has been used as an analyte in tandem mass spectrometry and as an amide-based local anaesthetic to test its effect on breast cancer cell methylation.

Biochem./physiol. Wirkung

Local anaesthetic with less cardiotoxicity than bupivacaine; causes reversible blockade of impulse propagation along nerve fibres by preventing the inward movement of sodium ions through the cell membrane of the nerve fibers.
Ropivacaine less lipophilic as compared with bupivacaine. It is metabolized in the liver by the enzyme cytochrome P4501A2. Ropivacaine elicits less central nervous system (CNS) toxicity and is used as a local anaesthetic during postoperative and labour pain.

Leistungsmerkmale und Vorteile

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Piktogramme

Corrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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British journal of anaesthesia, 113 Suppl 1, i32-i38 (2014-06-21)
Lidocaine demethylates deoxyribonucleic acid (DNA) in breast cancer cells. This modification of epigenetic information may be of therapeutic relevance in the perioperative period, because a decrease in methylation can reactivate tumour suppressor genes and inhibit tumour growth. The objectives of
Yuzhuo Wang et al.
International journal of cancer, 142(8), 1602-1610 (2017-12-02)
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