Compound: lidocaine
SMILES: O=C(Nc1c(cccc1C)C)CN(CC)CC
InChIKey: NNJVILVZKWQKPM-UHFFFAOYSA-N
Synonyms: lidocaine, 137-58-6, Xylocaine, 2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide, Duncaine, Lidoderm, Xylestesin, Esracaine, Gravocain, Isicaina, Leostesin, Maricaine, Solcain, Alphacaine, Cappicaine, Solarcaine, Isicaine, Rucaina, Xycaine, L-Caine, Xylotox, Lida-Mantle, Dentipatch, 2-(Diethylamino)-2',6'-acetoxylidide, Lidocainum, Cuivasil, Jetocaine, Lidocaina, Remicaine, Xilocaina, 2-Diethylamino-N-(2,6-dimethylphenyl)acetamide, Acetamide, 2-(diethylamino)-N-(2,6-dimethylphenyl)-, ZTlido, Diethylaminoaceto-2,6-xylidide, 2',6'-Acetoxylidide, 2-(diethylamino)-, Ztilido, alpha-Diethylamino-2,6-dimethylacetanilide, alfa-Dietilamino-2,6-dimetilacetanilide, NSC-40030, ALGRX 3268, ALGRX-3268, CHEBI:6456, DTXSID1045166, 98PI200987, DTXCID9025166, FORTACIN COMPONENT LIDOCAINE, 4-12-00-02538 (Beilstein Handbook Reference), NSC40030, 2-diethylamino-2',6'-acetoxylidide, Aspercreme, Lidocarine, Promescent, Scalpanumb, Anecream, Anorectal, Auebliss, Cinthera, Dermalid, Lidicaine, Lidocan, Lidocane, Lidocanna, Lidocare, Lidoflex, Lidopac, Lidotrode, Lidoxryl, Loxyine, Nothing, Prolayed, Recticare, Solmate, Vonaflex, Xylodase, Alivio, lidocaine patch, RectaSmoothe, RectoProtect, Lidocaine creme, Zensa, HemAway, LidaFlex, LidoBand, MediNumb, Deeveeant Numb, Hush Anesthetic, Lidocaine Cream, Lidocaine Spray, Care Science, Dynamo Delay, Lidocaine Dry, Lidocaine Hl, Melao NumbSpray, Recovery Numb, Steady Freddy, Tattoo Cream, Tiger delayspray, Will Relieve, LidoPure Patch, Lignocaine HCl, Anorectal Equate, Asper Flex, Bottoms Up, Curist Lidocaine, Greencaine Blast, Lidocaine Lotion, Liquid Sex, Numb Cream, Quick Numb, Tridacaine II, Tridacaine XL, LidoBand Tri, Tridacaine III, Lido King, Lidocan V, Lidovix L, Numb Nuts, Numb Skin, FranklyNumb 2, Lidocan IV, Lidocan VI, Lidocream 4, Lidocream 5, Topicaine 5, Anecream 5, Burn ReliefRelief, CBD pain cream, Lidocan III, Lidocan VII, LidoFLEX Elbow, Afassco Burn Gel, Aloe Burn Relief, Lightning X Burn, Pain Relief Body, 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Medicated Pain Relief Foot, MrKayll TATTOO NUMBING, Oheal Tattoo Numbing Cream, Adellina TATTOO NUMBING, Burn Relief Aloe Vera Gel, Pro Comfort 8 Hours Patch, Assured Bikini Smooth Cream, Bikini Zone Medicated Creme, Lidocaine Pain Relief Cream, Lidocaine Pain Relief Patch, LidoFLEX Flex Strip Double, Microcaine Topical Analgesic, Ophyte Tattoo Numbing Cream, Pain Relief Lidocaine Patch, Premium Lidocaine 5% Extra, Pressy Tattoo Numbing Cream, SMART Numb Lidocaine Cream, PAIN RELIEF LIDOCAINE, RETALIEF LIDOCAINE 5, Albertsons Pain Relief Patch, Aspercreme with Lidocaine XL, Bed Bug Instant Bite Relief, Prinumb Tattoo Numbing Cream, Treatonic Deep Numbing Cream, ATOZCUP TATTOO NUMBING, POMG PAIN RELIEF BODY, VTROUY Tattoo Numbing Cream, Amino Rip Muscle Pain Relief, Aspercreme with Lidocaine Dry, Lidoflex Elbow, Single Pouch, LidoFLEX Single Pouch, Back, LidoFLEX Single Pouch, Knee, Plum Smooth Plumb Numb Gelee, Sugardoh Ouchie Relief Roller, Zcaine Fast Acting Anesthetic, Arthcal 4% 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Lidocaine Pain Relief Gel Patch, Local Anesthetic Anorectal Cream, Maximum strength Lidocaine Patch, Nupharmisto Tattoo Numbing Cream, Pain Relief Patch 4% Lidocaine, Stag 9000 DelaySpray for men, Lidocaine 5% TATTOO NUMBING, Rite Aid Lidocaine Patch XLarge, Yimimde PAIN RELIEF Gel-Patch, C01BB01, C05AD01, Careland Lidocaine Pain Relieving, Curist Lidocaine Maximum Strength, D04AB01, DR REAL NUMB Topical Anorectal, DYNAMO DELAY SAMPLE BOTTLE, Inkeeze Original B Numb Cylinder, Lidocaine Pain Relieve Gel-Patch, MEIJER PAIN RELIEF PATCHES, N01BB02, R02AD02, RectaEase Hemorrhoid Relief Cream, Rite Aid Pain Relieving Roll-On, S01HA07, S02DA01, Arthcal 4% Lidocaine Gel Patches, Burn Relief Professional Bio-Kool, Doctor Butlers Numb It All Cream, Lanolin, Petrolatum and Lidocaine, Natural Seal Itch Relief for Kids, TOPCARE PAIN RELIEF PATCHES, Topical Anesthetic Anorectal Cream, Family Wellness Anorectal Lidocaine, Good Neighbor Pharmacy Burn Relief, Kroger Pain Relief Lidocaine Patch, 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Patch, PREMIER VALUE PAIN RELIEF PATCHES, SINSINPAS LIDOCAINE PAIN RELIEVING, Dr. Scholls Blister Pain Relief Complete, Hempvana Ultra Strength Pain Relief Cream, PUREGEN LABS Maximum Strength Lidocaine, QUALITY CHOICE PAIN RELIEF PATCHES, Sonacaine Topical Anesthetic With Menthol, MAXIMUM STRENGTH HEMORRHOIDAL RELIEF, Nekvnro Lidocaine 4% Tattoo Numbing Cream, Signature Care Medicated Pain Relief Patch, EQUATE Sunburn relief with Aloe After Sun, Healcome Tattoo Numbing Cream 5% Lidocaine, Leader Maximum Strength Hemorrhoidal Relief, MyDerm Medical 5 Lidocaine Numbing Roll-On, Walgreens Flexible Pain Relieving Lidocaine, Bio-scriptives Lidum Hemorroidal (anorectal), Burn Relief Pain Reliever Well At Walgreens, Careland X-large Lidocaine 4 Pain Relieving, Maximum Strength Pain Relief Lidocaine Patch, Prolayed Lidocaine Male Genital Desensitizer, Salonpas Pain Relieving LIDOCAINE 4% FLEX, TheraCare Maximum Strength Pain Relief Patch, DISCOUNT DRUG MART PAIN RELIEF PATCHES, Good Neighbor 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Sudden Results, Lido King Lidocaine 4% Pain Relieving Gel-Patch, Amazon Basics Pain Relief Patch with 4% Lidocaine, Base Laboratories Lidocaine Anesthetic Pain Relief, Dollar General Pain Relieving Patch with Lidocaine, SIMPLY VITAL HEMORRHOID and ANORECTAL RELIEF, Topical Anesthetic Anorectal Cream Numb and Number, Base Laboratories Base Numb Topical Anorectal Cream, Meijer Lidocaine Pain Relief Patch Assortment Large, Meijer Lidocaine Pain Relief Patch Assortment Medium, Meijer Lidocaine Pain Relief Patch Assortment Small, Pain Patch Perfecto 24 Hours Lidocaine 4 % Patch, Aspercreme with Lidocaine Essential Oils Rosemary Mint, EPINEPHRINE BITARTRATE; LIDOCAINE HYDROCHLORIDE, GeriGentle FrostyHeat Pain Relief Patch 4 Lodocaine Back, Hempvana Maximum Strength Pain Relief Topical Anesthetic, MEIJER LIDOCAINE PAIN RELIEF BACK AND LARGE AREAS, Skullduggery Pain Relief and Skin Protection for Tattoos, Doctor Butlers Hemorrhoid and Fissure External Pain Formula, MAXIMUM STRENGTH HEMORRHOIDAL RELIEF with Finger Cots, HealthWise Roll-On Lidocaine Pain Relief Liquid Lavender Scent, Kendra SKIN PROTECTION and PAIN RELIEF FOR HAIR REMOVAL, Hempvana Maximum Strength Pain Relief Topical Anesthetic Platinum, Hempvana Ultra Strength Pain Relief Cream Platinum 4% Lidocaine, LIDOCAINE 15% / PHENYLEPHRINE HCL 0.25% / PRILOCAINE 5%, Fruit of the Earth Sun Town City Aloe Vera After Sun with Lidocaine HCL, 205-302-8, 684-578-5, omega-Diethylamino-2,6-dimethylacetanilide, Topicaine, Vagisil, Lignocaine, Xylocain, Xilina, Cito optadren, Xyloneural (free base), Dalcaine, ELA-Max, MFCD00026733, Lidocaine (Standard), Xylocaine (TN), CHEMBL79, N-(2,6-dimethylphenyl)-N~2~,N~2~-diethylglycinamide, Lignocaine base, MLS000069724, Lignocainum, Xllina, N-(2,6-dimethylphenyl)-N(2),N(2)-diethylglycinamide, Lidocaine (VAN), .alpha.-Diethylaminoaceto-2,6-xylidide, NCGC00015611-10, Xilocaina [Italian], Dilocaine, SMR000058189, .alpha.-(Diethylamino)-2,6-acetoxylidide, .alpha.-Diethylamino-2,6-dimethylacetanilide, .omega.-Diethylamino-2,6-dimethylacetanilide, 2-(Diethylamino)-N-(2,6-dimethylphenyl)-acetamide, Lidocainum [INN-Latin], Lidocaina [INN-Spanish], 2-(Diethylamino)-N-(2,6-Dimethylphenyl)ethanamide, 2-?(Diethylamino)?-?N-?(2,?6-?dimethylphenyl)?acetamide, Versatis, Dentipatch (TN), CAS-137-58-6, LQZ, EMBOLEX, HSDB 3350, EINECS 205-302-8, NSC 40030, alfa-Dietilamino-2,6-dimetilacetanilide [Italian], BRN 2215784, Lidocain, Qualigens, Xyline, Broncaine;, Xycaine;, Lidocaine RS, Lidocaine CRS, LidocaineHClH2O, Xilina;, Xyline;, Lidocaine [USP:INN:BAN:JAN], Lidocaine, powder, UNII-98PI200987, Lidocaine (GMP), N1-(2,6-dimethylphenyl)-N2,N2-diethylglycinamide, Zingo (Salt/Mix), BONDLIDO, CDS1_000283, Lidocaine (Alphacaine), Spectrum_001118, Lidothesin (Salt/Mix), Xyloneural (Salt/Mix), LIDOCAINE [INN], LIDOCAINE [JAN], Opera_ID_385, LIDOCAINE [MI], LIDOCAINE [HSDB], Maybridge1_002571, Prestwick0_000050, Prestwick1_000050, Prestwick2_000050, Prestwick3_000050, Spectrum2_001343, Spectrum3_001392, Spectrum4_000070, Spectrum5_001549, LIDOCAINE [VANDF], Lopac-L-5647, Lidaform HC (Salt/Mix), Epitope ID:116205, LIDOCAINE [MART.], Lidamantle HC (Salt/Mix), 2', 2-(diethylamino)-, LIDOCAINE [USP-RS], LIDOCAINE [WHO-DD], LIDOCAINE [WHO-IP], Neosporin Plus (Salt/Mix), Lopac0_000669, N-(2,6-Dimethylphenyl)-N2,N2-diethylglycinamide, SCHEMBL15689, BSPBio_000179, BSPBio_001359, BSPBio_003004, KBioGR_000079, KBioGR_000599, KBioSS_000079, KBioSS_001598, 2-Diethylamino-N-(2,6-dimethyl-phenyl)-acetamide, MLS000758263, MLS001074177, MLS001423964, BIDD:GT0342, Diethylaminoacet-2,6-xylidide, DivK1c_000174, DivK1c_001323, Lidocaine, analytical standard, SPBio_001525, SPBio_002100, EMLA COMPONENT LIDOCAINE, Lidocaine (JP18/USP/INN), LIDOCAINE [GREEN BOOK], Lidocaine, 1mg/ml in Methanol, BPBio1_000197, GTPL2623, orb1310583, orb3025399, LIDOCAINE [ORANGE BOOK], LIDOCAINE [EP MONOGRAPH], HMS548M19, HY-B0185G, HY-B0185R, KBio1_000174, KBio2_000079, KBio2_001598, KBio2_002647, KBio2_004166, KBio2_005215, KBio2_006734, KBio3_000157, KBio3_000158, KBio3_002224, ORAQIX COMPONENT LIDOCAINE, SYNERA COMPONENT LIDOCAINE, LIDOCAINE [USP MONOGRAPH], Lidocaine 1.0 mg/ml in Methanol, LIDOCAINUM [WHO-IP LATIN], NINDS_000174, Bio1_000379, Bio1_000868, Bio1_001357, Bio2_000079, Bio2_000559, HMS1791D21, HMS1989D21, HMS2051C21, HMS2089E15, HMS2235O14, HMS3371J04, HMS3393C21, HMS3428O07, HMS3651G09, HMS5079P13, HY-B0185, MSK10055, Tox21_110183, BDBM50017662, EBC-03844, LANABIOTIC COMPONENT LIDOCAINE, NSC789222, s1357, SBB080556, STK552033, AKOS001026768, Tox21_110183_1, CCG-100824, CS-2070, DB00281, FL29061, NC00074, NSC-789222, ROCEPHIN KIT COMPONENT LIDOCAINE, SB19118, SDCCGSBI-0050648.P005, WLN: 2N2 & 1VMR B1 F1, .alpha.-Diethylamino-2,6-acetoxylidide, CAS-73-78-9, IDI1_000174, IDI1_033829, NCGC00015611-01, NCGC00015611-02, NCGC00015611-03, NCGC00015611-04, NCGC00015611-05, NCGC00015611-06, NCGC00015611-07, NCGC00015611-08, NCGC00015611-09, NCGC00015611-11, NCGC00015611-12, NCGC00015611-13, NCGC00015611-14, NCGC00015611-15, NCGC00015611-16, NCGC00015611-18, NCGC00015611-31, NCGC00022176-05, NCGC00022176-06, NCGC00022176-07, NCGC00022176-08, NCGC00022176-09, 91484-71-8, AC-10282, AS-13718, DA-75012, ST023341, SY052029, 2-(Diethylamino)-2'',6''-acetoxylidide, SBI-0050648.P004, DIETHYLAMINO-2,6-DIMETHYLACETANILIDE, AB00053581, CS-0694840, L0156, NS00000027, SW196598-4, C07073, D00358, M06299, AB00053581-27, AB00053581-28, AB00053581_29, AB00053581_30, EN300-6472705, Q216935, 2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide #, BRD-K52662033-001-02-6, BRD-K52662033-001-19-0, BRD-K52662033-003-05-5, BRD-K52662033-003-14-7, BRD-K52662033-003-21-2, Z55135799, Lidocaine, British Pharmacopoeia (BP) Reference Standard, Lidocaine Working Standard (Secondary Reference Standard), Lidocaine, European Pharmacopoeia (EP) Reference Standard, N~1~-(2,6-dimethylphenyl)-N~2~,N~2~-diethylglycinamide, Lidocaine, United States Pharmacopeia (USP) Reference Standard, Lidocaine, Pharmaceutical Secondary Standard; Certified Reference Material, N-(2,6-Dimethylphenyl)-2-{(2,2,2-~2~H_3_)ethyl[(~2~H_5_)ethyl]amino}ethanimidic acid
Theoretical properties:
molecular_formula: C14H22N2O
molecular_weight: 234.34 g/mol
exact_mass: 234.173213330 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 5
heavy_atom_count: 17
topological_polar_surface_area: 32.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Needles from benzene or alcohol
color: Needles from benzene or alcohol
odor: Characteristic odor
boiling_point: 159-160 °C at 2.00E+00 mm Hg
Descriptions:
{"pubchem": "Lidocaine is the monocarboxylic acid amide resulting from the formal condensation of N,N-diethylglycine with 2,6-dimethylaniline. It has a role as a xenobiotic, a local anaesthetic, an anti-arrhythmia drug, an environmental contaminant and a drug allergen. It is a member of benzenes, a monocarboxylic acid amide and a tertiary amino compound. It is functionally related to a glycinamide.", "chebi": "The monocarboxylic acid amide resulting from the formal condensation of <em>N</em>,<em>N</em>-diethylglycine with 2,6-dimethylaniline.", "chembl": "LIDOCAINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Lidocaine, also known as lignocaine and sold under the brand name Xylocaine among others, is a local anesthetic of the amino amide type. It is also used to treat ventricular tachycardia and ventricular fibrillation. When used for local anaesthesia or in nerve blocks, lidocaine typically begins working within several minutes and lasts for half an hour to three hours. Lidocaine mixtures may also be applied directly to the skin or mucous membranes to numb the area. It is often used mixed with a small amount of adrenaline (epinephrine) to prolong its local effects and to decrease bleeding.\nIf injected intravenously, it may cause cerebral effects such as confusion, changes in vision, numbness, tingling, and vomiting. It can cause low blood pressure and an irregular heart rate. There are concerns that injecting it into a joint can cause problems with the cartilage. It appears to be generally safe for use in pregnancy. A lower dose may be required in those with liver problems. It is generally safe to use in those allergic to tetracaine or benzocaine. Lidocaine is an antiarrhythmic medication of the class Ib type. This means it works by blocking sodium channels thus decreasing the rate of contractions of the heart. When injected near nerves, the nerves cannot conduct signals to or from the brain.\nLidocaine was discovered in 1946 and went on sale in 1948. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2023, it was the 277th most commonly prescribed medication in the United States, with more than 800,000 prescriptions."}