LIDOCAINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1948)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C01BB01
UNII: 98PI200987

Structure
InChI Key NNJVILVZKWQKPM-UHFFFAOYSA-N
Smile CCN(CC)CC(=O)Nc1c(C)cccc1C
InChI
InChI=1S/C14H22N2O/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4/h7-9H,5-6,10H2,1-4H3,(H,15,17)

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H22N2O
Molecular Weight 234.34
AlogP 2.58
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 32.34
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 17.0

Pharmacology

Action Mechanism of Action Reference
BLOCKER Sodium channel alpha subunit blocker PubMed PubMed
Primary Target
Nav1.5
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 62
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 10500 - - 10-31
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 7
Unclassified protein
- - - - 0-1

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neuralgia, Postherpetic 4 D051474 ClinicalTrials
Neuralgia 4 D009437 ClinicalTrials
Inflammation 4 D007249 ClinicalTrials
Muscle Cramp 4 D009120 ClinicalTrials
Neuralgia 4 D009437 ClinicalTrials
Common Cold 3 D003139 ClinicalTrials
Peripheral Nervous System Diseases 3 D010523 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Carpal Tunnel Syndrome 3 D002349 ClinicalTrials
Cough 3 D003371 ClinicalTrials
Fibromyalgia 3 D005356 ClinicalTrials
Parathyroid Diseases 3 D010279 ClinicalTrials
Pre-Eclampsia 3 D011225 ClinicalTrials
Osteoporosis, Postmenopausal 3 D015663 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Stroke 3 D020521 ClinicalTrials
Nutrition Disorders 3 D009748 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Urinary Bladder, Overactive 3 D053201 ClinicalTrials
Pulpitis 3 D011671 ClinicalTrials
Wounds and Injuries 3 D014947 ClinicalTrials
Obesity, Morbid 3 D009767 ClinicalTrials
Muscular Diseases 3 D009135 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Sinusitis 3 D012852 ClinicalTrials
Paget Disease, Extramammary 3 D010145 ClinicalTrials
Uterine Cervical Dysplasia 3 D002578 ClinicalTrials
Headache 3 D006261 ClinicalTrials
Hemorrhage 3 D006470 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Dysuria 3 D053159 ClinicalTrials
Scoliosis 3 D012600 ClinicalTrials
Shock, Septic 3 D012772 ClinicalTrials
Heart Arrest 3 D006323 ClinicalTrials
Stomatitis 3 D013280 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Chronic Pain 3 D059350 ClinicalTrials
Periarthritis 3 D010489 ClinicalTrials
Tennis Elbow 3 D013716 ClinicalTrials
Tennis Elbow 3 D013716 ClinicalTrials
Stomatitis 3 D013280 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Pharyngitis 3 D010612 ClinicalTrials
Breast Neoplasms 3 D001943 ClinicalTrials
Ileus 3 D045823 ClinicalTrials
Trigeminal Neuralgia 2 D014277 ClinicalTrials
Urinary Tract Infections 2 D014552 ClinicalTrials
Leiomyoma 2 D007889 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Heart Diseases 2 D006331 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Skin Diseases 2 D012871 ClinicalTrials
Temporomandibular Joint Disorders 2 D013705 ClinicalTrials
Shoulder Impingement Syndrome 2 D019534 ClinicalTrials
Renal Colic 2 D056844 ClinicalTrials
Scleroderma, Localized 2 D012594 ClinicalTrials
Rib Fractures 2 D012253 ClinicalTrials
Cognitive Dysfunction 2 D060825 ClinicalTrials
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Cystitis, Interstitial 2 D018856 ClinicalTrials
Infertility 2 D007246 ClinicalTrials
Myofascial Pain Syndromes 2 D009209 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Macular Degeneration 2 D008268 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Shoulder Pain 2 D020069 ClinicalTrials
Dysmenorrhea 2 D004412 ClinicalTrials
Osteoarthritis, Knee 2 D020370 ClinicalTrials
Anus Diseases 2 D001004 ClinicalTrials
Anxiety 2 D001007 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Urinary Incontinence 2 D014549 ClinicalTrials
Carcinoma, Squamous Cell 1 D002294 ClinicalTrials
Premature Birth 1 D047928 ClinicalTrials
Lung Neoplasms 1 D008175 ClinicalTrials
Neuroma 1 D009463 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Glycogen Storage Disease Type II 1 D006009 ClinicalTrials
Keratosis, Actinic 1 D055623 ClinicalTrials
Thromboembolism 1 D013923 ClinicalTrials
Hypertension, Pulmonary 1 D006976 ClinicalTrials
Spinal Fractures 0 D016103 ClinicalTrials
Skin Neoplasms 0 D012878 ClinicalTrials
Humeral Fractures 0 D006810 ClinicalTrials
Complex Regional Pain Syndromes 0 D020918 ClinicalTrials
Attention Deficit Disorder with Hyperactivity 0 D001289 ClinicalTrials
Morton Neuroma 0 D000070607 ClinicalTrials
Parathyroid Neoplasms 0 D010282 ClinicalTrials
Tinnitus 0 D014012 ClinicalTrials

Related Entries

Salt
Mixture
Mixture
Mixture
Mixture

Side Effects from Label

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Product issues
30.49
Injury, poisoning and procedural complications
23.21
General disorders and administration site conditions
20.56
Nervous system disorders
5.24
Skin and subcutaneous tissue disorders
3.48
Musculoskeletal and connective tissue disorders
2.39

Cross References

Resources Reference
CAS NUMBER 137-58-6
ChEBI 6456
ChEMBL CHEMBL79
DrugBank DB00281
DrugCentral 1579
EPA CompTox DTXSID1045166
FDA SRS 98PI200987
Human Metabolome Database HMDB0014426
Guide to Pharmacology 2623
KEGG C07073
PDB LQZ
PharmGKB PA450226
PubChem 3676
SureChEMBL SCHEMBL17967359
ZINC ZINC000000020237
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