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Lidocaine

CAS 137-58-6C14H22N2OMW 234.34

Lidocaine (CAS 137-58-6) — formula C14H22N2O, molecular weight 234.34; category organic chemicals.

Product Overview

CAS Number137-58-6
Molecular FormulaC14H22N2O
Molecular Weight234.34
Melting Point68.5
Boiling Point159-160 °C at 2.00E+00 mm Hg
LogP2.44
ApplicationsUses: THERAPEUTIC CATEGORY (VETERINARY): Anesthetic (local), MEDICATION, MEDICATION (VET), Anesthetics, Local, Anti-Arrhythmia Agents, Voltage-Gated Sodium Channel Blockers, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >7500, Use (kg) in USA (2002): 1630, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.092, Consumption (g per capita) in the USA (2002): 0.0058, Excretion rate: 0.1, Calculated removal (%): 10.5, For production of local or regional anesthesia by infiltration techniques such as percutaneous injection and intravenous regional anesthesia by peripheral nerve block techniques such as brachial plexus and intercostal and by central neural techniques such as lumbar and caudal epidural blocks., Use Classification: Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients, Pharmaceuticals -> Nervous System -> Anaesthetics -> Local anaesthetics -> Amides, Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Methods of Manufacturing: Prepared by acylation of 2, 6-dimethylaniline with chloroacetyl chloride and subsequent reaction with diethylamine., By action of diethylamine on chloroacetylxylidide., Preparation: N. M. Lofgren, B. J. Lundqvist, United States of America patent 2441498 (1948 to Astra), A. D. H. Self, A. P. T. Easson, United Kingdom patent 706409 (1954 to May & Baker), I. P. S. Hardie, E. S. Stern, United Kingdom patent 758224 (1956 to J. F. MacFarlane & Co.), ... Synthesized by reacting 2, 6-dimethylaniline with chloroacetyl chloride in glacial acetic acid and adding sodium acetate. The product (chloroacetyl-2, 6-dimethylanilide) is boiled with diethylamine in an inert solvent (e.g., benzene). The hydrochloride crystallizes with one molecule of water which can be removed by careful drying., Lidocaine hydrochloride, Formulations, Preparations: Table: Lidocaine Hydrochloride Preparations [Table#4541], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4542], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4543], Table: Lidocaine Hydrochloride Preparations [Table#4544], For more Formulations, Preparations (Complete) data for LIDOCAINE (7 total), please visit the HSDB record page., General Manufacturing Information: Acetamide, 2-(diethylamino)-N-(2, 6-dimethylphenyl)-: ACTIVE, List of Essential Medicines: The core list presents a list of minimum medicine needs for a basic health-care system, listing the most efficacious, safe and cost-effective medicines for priority conditions. Priority conditions are selected on the basis of current and estimated future public health relevance, and potential for safe and cost-effective treatment. Lidocaine is included on this list., ... Synthetic nonnarcotic substitutes for cocaine, the first anesthetic ever used. ... Lidocaine is preferred in veterinary medicine.
CategoryOrganic Chemicals

Applications

Documented applications: Uses: THERAPEUTIC CATEGORY (VETERINARY): Anesthetic (local), MEDICATION, MEDICATION (VET), Anesthetics, Local, Anti-Arrhythmia Agents, Voltage-Gated Sodium Channel Blockers, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >7500, Use (kg) in USA (2002): 1630, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.092, Consumption (g per capita) in the USA (2002): 0.0058, Excretion rate: 0.1, Calculated removal (%): 10.5, For production of local or regional anesthesia by infiltration techniques such as percutaneous injection and intravenous regional anesthesia by peripheral nerve block techniques such as brachial plexus and intercostal and by central neural techniques such as lumbar and caudal epidural blocks., Use Classification: Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients, Pharmaceuticals -> Nervous System -> Anaesthetics -> Local anaesthetics -> Amides, Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Methods of Manufacturing: Prepared by acylation of 2, 6-dimethylaniline with chloroacetyl chloride and subsequent reaction with diethylamine., By action of diethylamine on chloroacetylxylidide., Preparation: N. M. Lofgren, B. J. Lundqvist, United States of America patent 2441498 (1948 to Astra), A. D. H. Self, A. P. T. Easson, United Kingdom patent 706409 (1954 to May & Baker), I. P. S. Hardie, E. S. Stern, United Kingdom patent 758224 (1956 to J. F. MacFarlane & Co.), ... Synthesized by reacting 2, 6-dimethylaniline with chloroacetyl chloride in glacial acetic acid and adding sodium acetate. The product (chloroacetyl-2, 6-dimethylanilide) is boiled with diethylamine in an inert solvent (e.g., benzene). The hydrochloride crystallizes with one molecule of water which can be removed by careful drying., Lidocaine hydrochloride, Formulations, Preparations: Table: Lidocaine Hydrochloride Preparations [Table#4541], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4542], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4543], Table: Lidocaine Hydrochloride Preparations [Table#4544], For more Formulations, Preparations (Complete) data for LIDOCAINE (7 total), please visit the HSDB record page., General Manufacturing Information: Acetamide, 2-(diethylamino)-N-(2, 6-dimethylphenyl)-: ACTIVE, List of Essential Medicines: The core list presents a list of minimum medicine needs for a basic health-care system, listing the most efficacious, safe and cost-effective medicines for priority conditions. Priority conditions are selected on the basis of current and estimated future public health relevance, and potential for safe and cost-effective treatment. Lidocaine is included on this list., ... Synthetic nonnarcotic substitutes for cocaine, the first anesthetic ever used. ... Lidocaine is preferred in veterinary medicine..

Technical Profile

What this product is

Lidocaine is a carbon-based organic compound with CAS registry number 137-58-6 and molecular formula C14H22N2O (molecular weight 234.34), belonging to the organic chemicals segment of chemical raw materials.

Identification

CAS number: 137-58-6

Its molecular formula C14H22N2O comprises 14 C, 22 H, 2 N, 1 O atoms.

Also known as: Lidocaine · 利多卡因

Category: organic chemicals

Frequently Asked Questions

What is the CAS number of Lidocaine?

The CAS registry number of Lidocaine is 137-58-6.

What is the molecular formula and molecular weight of Lidocaine?

Molecular formula C14H22N2O, molecular weight 234.34.

What other names is Lidocaine known by?

It is also registered under: Lidocaine, 利多卡因.

What are the documented applications of Lidocaine?

Recorded applications: Uses: THERAPEUTIC CATEGORY (VETERINARY): Anesthetic (local), MEDICATION, MEDICATION (VET), Anesthetics, Local, Anti-Arrhythmia Agents, Voltage-Gated Sodium Channel Blockers, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >7500, Use (kg) in USA (2002): 1630, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.092, Consumption (g per capita) in the USA (2002): 0.0058, Excretion rate: 0.1, Calculated removal (%): 10.5, For production of local or regional anesthesia by infiltration techniques such as percutaneous injection and intravenous regional anesthesia by peripheral nerve block techniques such as brachial plexus and intercostal and by central neural techniques such as lumbar and caudal epidural blocks., Use Classification: Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients, Pharmaceuticals -> Nervous System -> Anaesthetics -> Local anaesthetics -> Amides, Pharmaceuticals -> Animal Drugs -> Approved in Taiwan, Methods of Manufacturing: Prepared by acylation of 2, 6-dimethylaniline with chloroacetyl chloride and subsequent reaction with diethylamine., By action of diethylamine on chloroacetylxylidide., Preparation: N. M. Lofgren, B. J. Lundqvist, United States of America patent 2441498 (1948 to Astra), A. D. H. Self, A. P. T. Easson, United Kingdom patent 706409 (1954 to May & Baker), I. P. S. Hardie, E. S. Stern, United Kingdom patent 758224 (1956 to J. F. MacFarlane & Co.), ... Synthesized by reacting 2, 6-dimethylaniline with chloroacetyl chloride in glacial acetic acid and adding sodium acetate. The product (chloroacetyl-2, 6-dimethylanilide) is boiled with diethylamine in an inert solvent (e.g., benzene). The hydrochloride crystallizes with one molecule of water which can be removed by careful drying., Lidocaine hydrochloride, Formulations, Preparations: Table: Lidocaine Hydrochloride Preparations [Table#4541], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4542], Table: Lidocaine Hydrochloride in Dextrose Preparations [Table#4543], Table: Lidocaine Hydrochloride Preparations [Table#4544], For more Formulations, Preparations (Complete) data for LIDOCAINE (7 total), please visit the HSDB record page., General Manufacturing Information: Acetamide, 2-(diethylamino)-N-(2, 6-dimethylphenyl)-: ACTIVE, List of Essential Medicines: The core list presents a list of minimum medicine needs for a basic health-care system, listing the most efficacious, safe and cost-effective medicines for priority conditions. Priority conditions are selected on the basis of current and estimated future public health relevance, and potential for safe and cost-effective treatment. Lidocaine is included on this list., ... Synthetic nonnarcotic substitutes for cocaine, the first anesthetic ever used. ... Lidocaine is preferred in veterinary medicine..

Which category does Lidocaine belong to?

Category: Organic Chemicals.

PubChem Public Data

Independent reference data for Lidocaine (CAS 137-58-6), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number137-58-6
PubChem CID3676
Molecular formulaC14H22N2O
IUPAC name2-(diethylamino)-N-(2,6-dimethylphenyl)acetamide
UNII (FDA)98PI200987

Computed descriptors

Molecular Weight234.34
XLogP32.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass234.173213330
Monoisotopic Mass234.173213330
Topological Polar Surface Area32.3
Heavy Atom Count17

Physicochemical values on record

Boiling Point159-160 °C at 2.00E+00 mm Hg
Boiling PointBP: 180-182 °C at 4 mm Hg; 159-160 °C at 2 mm Hg
Boiling Point181 °C
Melting Point68.5
Melting Point68 °C
Melting Point68.5 °C
Solubility4100
SolubilityIn water, 410 mg/L at 30 °C
Solubility5.93e-01 g/L
LogP2.44

Documented uses on record

    THERAPEUTIC CATEGORY (VETERINARY): Anesthetic (local)Anesthetics, Local; Anti-Arrhythmia Agents; Voltage-Gated Sodium Channel Blockers

    Synonyms and trade names

    lidocaine; 137-58-6; Xylocaine; 2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide; Duncaine; Lidoderm; Xylestesin; Esracaine; Gravocain; Isicaina; Leostesin; Maricaine; Solcain; Cappicaine; Solarcaine; Isicaine

    Regulatory listings held on file

    GHS notification summary1.2% (2 / 167)

    GHS hazard classification

    GHS notification summary1.2% (2 / 167)
    Reported hazard statementsH302 (98.2%), H317, H362, H370, H372

    This chemical does not meet GHS hazard criteria for 1.2% (2 of 167) of reports.

    H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]

    What the public record says

    Lidocaine · CAS 137-58-6 · C14H22N2O. UNII 98PI200987. Boiling Point: 159-160 °C at 2.00E+00 mm Hg; Boiling Point: BP: 180-182 °C at 4 mm Hg; 159-160 °C at 2 mm Hg; Boiling Point: 181 °C.

    Physical description and handling notes

    Source: PubChem / Wikidata; the batch COA governs where values differ.

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