Drug

D0107 | Ropivacaine

Molecular Formula C17H26N2O
Molecular Weight 274.4
Structure
State solid
Clearance * 387 +/- 107 mL/min * unbound plasma clearance=7.2 +/- 1.6 L/min
Route of elimination Ropivacaine is extensively metabolized in the liver, predominantly by aromatic hydroxylation mediated by cytochrome P4501A to 3-hydroxy ropivacaine. After a single IV dose approximately 37% of the total dose is excreted in the urine as both free and conjugated 3-hydroxy ropivacaine. In total, 86% of the ropivacaine dose is excreted in the urine after intravenous administration of which only 1% relates to unchanged drug.
Protein binding 94%, mainly to a1-acid glycoprotein
Half life Approximately 4.2 hours.
Absorption Bioavailability is 87%–98% following epidural administration.

N

N01BB09 Ropivacaine


[N01BB] Amides


[N01B] ANESTHETICS, LOCAL


[N01] ANESTHETICS


[N] Nervous system


Pictogram Signal Statements Precautionary Statement Codes
Warning

Aggregated GHS information provided by 13 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (92.31%): Harmful if swallowed [Warning Acute toxicity, oral]


H315 (76.92%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (76.92%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H332 (69.23%): Harmful if inhaled [Warning Acute toxicity, inhalation]


H412 (84.62%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

Aggregated GHS information provided by 49 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (12.24%): Harmful if swallowed [Warning Acute toxicity, oral]


H318 (81.63%): Causes serious eye damage [Danger Serious eye damage/eye irritation]


H412 (12.24%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P264, P270, P273, P280, P301+P312, P305+P351+P338, P310, P330, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Warning

Aggregated GHS information provided by 3 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P264, P270, P273, P301+P312, P330, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
rat LD50 parenteral 56mg/kg (56mg/kg) Anesthesiology. Vol. 89, Pg. 1199, 1998.

  • Labour pain

  • Pregnancy

  • Procedural pain

  • Abnormal labour (0.017)

  • Vomiting neonatal (0.017)

  • Abdominal distension

  • Abdominal pain

  • Agitation

  • Alanine aminotransferase increased

  • Anaemia

  • Anxiety

  • Apgar score low

  • Arrhythmia

  • Arthralgia

  • Back pain

  • Body temperature decreased

  • Body temperature increased

  • Bradycardia

  • Bradycardia foetal

  • Breast disorder

  • Breast feeding

  • Bronchospasm

  • Chest pain

  • Chills

  • Confusional state

  • Constipation

  • Dermatitis

  • Diarrhoea

  • Dizziness

  • Dyspepsia

  • Dyspnoea

  • Dysuria

  • Feeling abnormal

  • Fever neonatal

  • Foetal distress syndrome

  • Gastrointestinal pain

  • Haematuria

  • Headache

  • Hyperhidrosis

  • Hypertension

  • Hypoaesthesia

  • Hypoglycaemia neonatal

  • Hypokalaemia

  • Hypotension

  • Hypothermia

  • Hypoxia

  • Infection

  • Injection site reaction

  • Jaundice neonatal

  • Micturition disorder

  • Musculoskeletal discomfort

  • Myalgia

  • Nausea

  • Neonatal infection

  • Neonatal tachypnoea

  • Oedema peripheral

  • Pain

  • Paraesthesia

  • Paresis

  • Post procedural complication

  • Pruritus

  • Purpura

  • Rash

  • Respiratory disorder neonatal

  • Rhinitis

  • Somnolence

  • Tachycardia

  • Tachycardia foetal

  • Tachypnoea

  • Tremor

  • Urinary incontinence

  • Urinary retention

  • Urinary tract infection

  • Vascular purpura

  • Vomiting

  • (-)-1-Propyl-2',6'-dimethyl-2-piperidylcarboxyanilid (-)-1-Propyl-2',6'-pipecoloxylidide (-)-1-propyl-2',6'-dimethyl-2-piperidylcarboxyanilide
    (2S)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinecarboxamide (2S)-N-(2,6-dimethylphenyl)-1-propyl-piperidine-2-carboxamide (2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide
    (S)-(-)-1-propyl-2',6'-pipecoloxylidide (S)-N-(2,6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide (S)-Ropivacaine
    057R954 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-propyl-, (2S)- 7IO5LYA57N
    84057-95-4 98717-15-8 A840710
    AB00698466-07 AB00698466_10 AK326168
    AKOS017343283 AL-381 AS-35173
    BBL102321 BIDD:GT0203 C07532
    CHEBI:8890 CHEMBL1077896 D08490
    DB00296 DTXSID4040187 GTPL7602
    K500 L-N-n-propylpipecolic acid-2,6-xylidide LEA-103
    LEA-103 HCl NCGC00164597-01 Narop
    Naropin Naropin (TN) Noropine
    Q-201677 Q279504 Ropivacaina
    Ropivacaina [INN-Spanish] Ropivacaina [Spanish] Ropivacaine
    Ropivacaine (INN) Ropivacaine [INN:BAN] Ropivacaine [INN]
    Ropivacaine base Ropivacainum Ropivacainum [INN-Latin]
    S-Ropivacaine SC-23114 SCHEMBL33292
    STL556120 UNII-7IO5LYA57N ZINC897002
    ZKMNUMMKYBVTFN-HNNXBMFYSA-N

    DrugBank Name Ropivacaine
    DrugBank DB00296
    CAS Number 132112-35-7, 84057-95-4, 98717-15-8
    PubChem Compound 175805
    KEGG Compound ID C07532
    KEGG Drug D08490
    PubChem.Substance 46504712
    ChEBI 8890
    PharmGKB PA451271
    ChemSpider 153165
    TTD DAP001230
    Wikipedia Ropivacaine
    DPD 11081

    1. Chan et al. (2005)