Ropivacaine hydrochloride monohydrate - ≥98%(HPLC) , CAS No.132112-35-7

CAS: 132112-35-7 Cat. No.: R131964 Molecular Weight: 328.88 EC Number: 663-286-1 PubChem CID: 6918111

GRADE & PURITY ≥98%(HPLC)

Synonyms

LEA 103 | ROPIVACAINE HYDROCHLORIDE MONOHYDRATE [EP IMPURITY] | Ropivacaine hydrochloride monohydrate, >=98% (HPLC) | NSC 15747 | Ropivacaine hydrochloride monohydrate; (-)-(2S)-N-(2,6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride monohyd

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Ropivacaine hydrochloride monohydrate is an anaesthetic agent and blocks impulse conduction in nerve fibres through inhibiting sodium ion influx reversibly.
A reversible blockade of impulse propagation

Specifications

Synonyms

LEA 103 | ROPIVACAINE HYDROCHLORIDE MONOHYDRATE [EP IMPURITY] | Ropivacaine hydrochloride monohydrate, >=98% (HPLC) | NSC 15747 | Ropivacaine hydrochloride monohydrate; (-)-(2S)-N-(2, 6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride monohyd

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

Ropivacaine Hydrochloride Monohydrate 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.Reversible sodium ion influx inhibitor. Long-acting a

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 504764347
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504764347
• Canonical Smiles: CCCN1CCCCC1C(=O)NC2=C(C=CC=C2C)C.O.Cl
• IUPAC Name: (2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide;hydrate;hydrochloride
• InChIKey: VSHFRHVKMYGBJL-CKUXDGONSA-N
• 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
• Isomeric SMILES: CCCN1CCCC[C@H]1C(=O)NC2=C(C=CC=C2C)C.O.Cl
• WGK Germany: 3
• Alternate CAS: 132112-35-7
• PubChem CID: 6918111
• MeSH Entry Terms: 1 Propyl 2',6' pipecoloxylidide;1-propyl-2',6'-pipecoloxylidide;AL 381;AL-381;AL381;LEA 103;LEA-103;LEA103;Naropeine;Naropin;ropivacaine;ropivacaine hydrochloride;ropivacaine monohydrochloride;ropivacaine monohydrochloride, (S)-isomer
• Molecular Weight: 328.88

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid amides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid amides
• Alternative Parents: Piperidinecarboxamides Anilides m-Xylenes N-arylamides Trialkylamines Secondary carboxylic acid amides Azacyclic compounds Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid amide - 2-piperidinecarboxamide - Piperidinecarboxamide - Anilide - M-xylene - Xylene - N-arylamide - Monocyclic benzene moiety - Piperidine - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Tertiary amine - Tertiary aliphatic amine - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Hydrochloride - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
• External Descriptors: hydrate

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility: Soluble in DMSO (≥10mg/mL), methanol and water
• Specific Rotation[α]: [α]/D -9 to -12, c = 1 in methanol
• Molecular Weight: 328.900 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 328.192 Da
• Monoisotopic Mass: 328.192 Da
• Topological Polar Surface Area: 33.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 308.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Haiyan Wang, Yu Zhang, Xiaotao Xu, Aizhong Wang.  (2021)  An injectable mesoporous silica-based analgesic delivery system prolongs the duration of sciatic nerve block in mice with minimal toxicity.  Acta Biomaterialia,      [PMID:34520884] [10.1016/j.actbio.2021.09.008]

2. Xin Tan, Yi Zhou, Yaxin Qin, Linjie Wu, Ruizhi Yang, Xiaoyan Bao, Ruolin Jiang, Xiaoyan Sun, Xufang Ying, Zhiqing Ben, Qi Dai, Zhicheng Zhang, Kai Zeng, Min Han.  (2024)  Self-Healing Hydrogel Resulting from the Noncovalent Interaction between Ropivacaine and Low-Molecular-Weight Gelator Sodium Deoxycholate Achieves Stable and Endurable Local Analgesia in Vivo.  ACS Applied Materials & Interfaces,      [PMID:39171973] [10.1021/acsami.4c07883]