CHEBI:4636 - diphenhydramine

ChEBI IDCHEBI:4636
ChEBI Namediphenhydramine
Stars
DefinitionAn ether that is the benzhydryl ether of 2-(dimethylamino)ethanol. It is a H1-receptor antagonist used as a antipruritic and antitussive drug.
Last Modified6 March 2020
DownloadsMolfile
FormulaC17H21NO
Net Charge0
Average Mass255.361
Monoisotopic Mass255.16231
SMILESCN(C)CCOC(c1ccccc1)c1ccccc1
InChIInChI=1S/C17H21NO/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3
InChIKeyZZVUWRFHKOJYTH-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Applications:
anti-allergic agent  A drug used to treat allergic reactions.
antifibrotic agent  Any agent which acts to reduce fibrosis.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
sedative  A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
H1-receptor antagonist  H1-receptor antagonists are the drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
local anaesthetic  Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
oneirogen  Any substance that produces or enhances dream-like states of consciousness.
antipruritic drug  A drug, usually applied topically, that relieves pruritus (itching).
antitussive  An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antidyskinesia agent  Any compound which can be used to treat or alleviate the symptoms of dyskinesia.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
antiemetic  A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
anxiolytic drug  Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
ChEBI Ontology
Outgoing Relation(s)
diphenhydramine (CHEBI:4636) has role analgesic (CHEBI:35480)
diphenhydramine (CHEBI:4636) has role anti-allergic agent (CHEBI:50857)
diphenhydramine (CHEBI:4636) has role anti-HBV agent (CHEBI:64951)
diphenhydramine (CHEBI:4636) has role anti-inflammatory agent (CHEBI:67079)
diphenhydramine (CHEBI:4636) has role antidepressant (CHEBI:35469)
diphenhydramine (CHEBI:4636) has role antidyskinesia agent (CHEBI:66956)
diphenhydramine (CHEBI:4636) has role antiemetic (CHEBI:50919)
diphenhydramine (CHEBI:4636) has role antifibrotic agent (CHEBI:233423)
diphenhydramine (CHEBI:4636) has role antineoplastic agent (CHEBI:35610)
diphenhydramine (CHEBI:4636) has role antiparkinson drug (CHEBI:48407)
diphenhydramine (CHEBI:4636) has role antipruritic drug (CHEBI:59683)
diphenhydramine (CHEBI:4636) has role antipsychotic agent (CHEBI:35476)
diphenhydramine (CHEBI:4636) has role antitussive (CHEBI:51177)
diphenhydramine (CHEBI:4636) has role anxiolytic drug (CHEBI:35474)
diphenhydramine (CHEBI:4636) has role dermatologic drug (CHEBI:50177)
diphenhydramine (CHEBI:4636) has role H1-receptor antagonist (CHEBI:37955)
diphenhydramine (CHEBI:4636) has role immunosuppressive agent (CHEBI:35705)
diphenhydramine (CHEBI:4636) has role local anaesthetic (CHEBI:36333)
diphenhydramine (CHEBI:4636) has role muscarinic antagonist (CHEBI:48876)
diphenhydramine (CHEBI:4636) has role oneirogen (CHEBI:146270)
diphenhydramine (CHEBI:4636) has role renoprotective agent (CHEBI:231911)
diphenhydramine (CHEBI:4636) has role sedative (CHEBI:35717)
diphenhydramine (CHEBI:4636) is a ether (CHEBI:25698)
diphenhydramine (CHEBI:4636) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
dimenhydrinate (CHEBI:4604) has part diphenhydramine (CHEBI:4636)
diphenhydramine hydrochloride (CHEBI:4637) has part diphenhydramine (CHEBI:4636)
diphenhydramine salicylate (CHEBI:34720) has part diphenhydramine (CHEBI:4636)
IUPAC Name 
2-(diphenylmethoxy)-N,N-dimethylethanamine
INNs  Source
difenhidraminaChemIDplus
diphenhydramineChemIDplus
diphenhydraminumChemIDplus
Synonyms  Source
2-(benzhydryloxy)-N,N-dimethylethylamineChemIDplus
2-diphenylmethoxy-N,N-demthylethanamineChEBI
DiphenhdyraChEMBL
N-(2-(diphenylmethoxy)ethyl)-N,N-dimethylamineChemIDplus
O-benzhydryldimethylaminoethanolChEBI
RestaminChEMBL
Manual XrefsDatabases
2973VSDB
2PMPDBeChem
C14015KEGG COMPOUND
D00300KEGG DRUG
D02419KEGG DRUG
DB01075DrugBank
DiphenhydramineWikipedia
HMDB0001927HMDB
LSM-5581LINCS
US2421714Patent
US2427878Patent
Registry NumbersSources
Beilstein:1914136Beilstein
CAS:58-73-1NIST Chemistry WebBook
CAS:58-73-1ChemIDplus
Citations