An internal standard for the quantification of (–)-ropivacaine
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(–)-Ropivacaine-d7 (hydrochloride)

Item No. 26495

Technical Information
Formal Name
(S)-N-(2,6-dimethylphenyl)-1-(propyl-d7)piperidine-2-carboxamide, monohydrochloride
CAS Number
1217667-10-1
Synonyms
  • (S)-Ropivacaine-d7
Molecular Formula
C17H19D7N2O • HCl
Formula Weight
Purity
≥99% deuterated forms (d1-d7)
Formulation
A solid
Methanol: solubleWater: soluble
SMILES
CC1=CC=CC(C)=C1NC([C@H]2N(C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])CCCC2)=O.Cl
InChi Code
InChI=1S/C17H26N2O.ClH/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/t15-;/m0./s1/i1D3,4D2,11D2;
InChi Key
NDNSIBYYUOEUSV-JRDUKJLFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (–)-Ropivacaine-d7 is intended for use as an internal standard for the quantification of (–)-ropivacaine (Item No. 21422) by GC- or LC-MS. (–)-Ropivacaine is a potent and reversible blocker of sodium channels in nerve fibers.1 In vivo, (–)-ropivacaine induces complete impairment of proprioception, motor function, and nociception in the hindleg of rats when 100 μL of an 8 mM solution is injected percutaneously into the sciatic nerve.2 (–)-Ropivacaine depresses myocardial contractile force in isolated rat hearts less potently than (±)-ropivacaine, as well as (–)- and (±)-bupivacaine (Item No. 16618).3 Formulations containing (–)-ropivacaine have been used as local anesthetics during surgery and childbirth.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hansen, T.G. Ropivacaine: A pharmacological review. Exp. Rev. Neurother. 4(5), 781-791 (2004).

    2. Sinnott, C.J., and Strichartz, G.R. Levobupivacaine versus ropivacaine for sciatic nerve block in the rat. Reg. Anesth. Pain Med. 28(4), 294-303 (2003).

    3. Pinotti, M.F., Hepner, A., Campos, D.H., et alMyocardial contractility impairment with racemic bupivacaine, non-racemic bupivacaine and ropivacaine. A comparative study. Acta Cir. Bras. 30(7), 484-490 (2015).