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R0283

Ropivacaine hydrochloride monohydrate

Name: Ropivacaine hydrochloride monohydrate
Brand: SIGMA

≥98% (HPLC), Local anesthetic, powder

Synonym(s):

(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

Empirical Formula (Hill Notation):

C₁₇H₂₆N₂O · HCl · H₂O

CAS Number:

132112-35-7

Molecular Weight:

328.88

UNSPSC Code:

12352203

PubChem Substance ID:

329823983

NACRES:

NA.77

MDL number:

MFCD00946578

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

Ropivacaine hydrochloride monohydrate, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -9 to -12, c = 1 in methanol

storage condition

desiccated

color

white to off-white

solubility

H₂O: 5 mg/mL, clear

originator

AstraZeneca

storage temp.

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

InChI key

VSHFRHVKMYGBJL-CKUXDGONSA-N

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Bioactive Small Molecules

General description

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.

Application

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 Actions

Local anaesthetic with less cardiotoxicity than bupivacaine.

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.

Features and Benefits

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

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000405531

0000210680

0000210681

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Dvl3 polymorphism interacts with life events and pro-inflammatory cytokines to influence major depressive disorder susceptibility.

Jian Zhang et al.

Scientific reports, 8(1), 14181-14181 (2018-09-23)

The purpose of this study is to explore Dvl3 variants and their interaction with negative life events on MDD susceptibility in a Chinese Han population. Additionally, we also attempted to identify whether there is an association between Dvl3 variants and

Integrating expression-related SNPs into genome-wide gene- and pathway-based analyses identified novel lung cancer susceptibility genes.

Yuzhuo Wang et al.

International journal of cancer, 142(8), 1602-1610 (2017-12-02)

Traditional pathway analysis map single nucleotide polymorphisms (SNPs) to genes according to physical position, which lacks sufficient biological bases. Here, we incorporated genetics of gene expression into gene- and pathway-based analysis to identify genes and pathways associated with lung cancer

DVL3 Alleles Resulting in a -1 Frameshift of the Last Exon Mediate Autosomal-Dominant Robinow Syndrome.

Janson J White et al.

American journal of human genetics, 98(3), 553-561 (2016-03-01)

Robinow syndrome is a rare congenital disorder characterized by mesomelic limb shortening, genital hypoplasia, and distinctive facial features. Recent reports have identified, in individuals with dominant Robinow syndrome, a specific type of variant characterized by being uniformly located in the

Lidocaine and ropivacaine, but not bupivacaine, demethylate deoxyribonucleic acid in breast cancer cells in vitro.

P Lirk et al.

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

Ropivacaine: A review of its pharmacology and clinical use.

Gaurav Kuthiala et al.

Indian journal of anaesthesia, 55(2), 104-110 (2011-06-30)

Ropivacaine is a long-acting amide local anaesthetic agent and first produced as a pure enantiomer. It produces effects similar to other local anaesthetics via reversible inhibition of sodium ion influx in nerve fibres. Ropivacaine is less lipophilic than bupivacaine and

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Global Trade Item Number

SKU	GTIN
R0283-10MG	04061833221105
R0283-50MG	04061833221112

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