Drug Information

General Information
Drug ID
DR00076
Drug Name
Epinephrine
Synonyms
(-)-(R)-Epinephrine; (-)-3,4-Dihydroxy-alpha-((methylamino)methyl)benzyl alcohol; (-)-Adrenalin; (-)-Adrenaline; (-)-Epinephrine; (-)-R-Epinephrine; (R)-(-)-Adnephrine; (R)-(-)-Adrenaline; (R)-(-)-Epinephrine; (R)-(-)-Epirenamine; (R)-4-[1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; (R)-Adrenaline; (R)-Epinephrine; 1-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; 1-Adrenalin; 1-Epinephrine; 4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol; 4-(1-hydroxy-2-methylamino-ethyl)benzene-1,2-diol; 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol; 4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol; ADR ADRENALINE; ADROP; Adnephrine; Adrenal; Adrenalin; Adrenalin (TN); Adrenalin in Oil; Adrenalin-Medihaler; Adrenalina; Adrenalina [DCIT]; Adrenaline; Adrenaline (JP15); Adrenaline/Epinephrine; Adrenalinum; Adrenamine; Adrenan; Adrenapax; Adrenasol; Adrenatrate; Adrenine; Adrenodis; Adrenohorma; Adrenosan; Adrenutol; Adrin; Adrine; Ana-Guard; Antiasthmatique; Asmatane Mist; Asthma meter mist; Asthma-nefrin; Asthmahaler Mist; Asthmanefrin; Astmahalin; Astminhal; Balmadren; Bernarenin; Biorenine; Bosmin; Brevirenin; Bronkaid; Bronkaid Mist; Bronkaid Suspension Mist; Bupivacaine Hcl and Epinephrine; Chelafrin; Citanest Forte; Corisol; D-Adrenaline; D-Epifrin; D-Epinephrine; Drenamist; Dylephrin; Dyspne-Inhal; EPI E Z PEN JR; EPIPEN E Z PEN; EPIPEN JR; Epi EZ Pen Jr; Epifrin; Epiglaufrin; Epinefrin; Epinefrin [Czech]; Epinefrina; Epinefrina [INN-Spanish]; Epinephran; Epinephrin; Epinephrine (USP); Epinephrine (USP/INN); Epinephrine [USAN:INN:JAN]; Epinephrine hydrochloride; Epinephrinum; Epinephrinum [INN-Latin]; Epipen; Epipen (TN); Epipen Auto-Injector; Epipen EZ Pen; Epipen Jr.; Epipen Jr. Auto-Injector; Epirenamine; Epirenan; Epirenin; Epitrate; Eppy; Esphygmogenina; Exadrin; Glaucon; Glaucosan; Glauposine; Glycirenan; Haemostasin; Haemostatin; Hektalin; Hemisine; Hemostasin; Hemostatin; Hypernephrin; Hyporenin; IOP; Intranefrin; Iontocaine; Isoptoepinal; Kidoline; L-1-(3,4-Dihydroxyphenyl)-2-methylaminoethanol; L-Adrenalin; L-Adrenaline; L-Adrenaline Base; L-Epinehphrine; L-Epinephine; L-Epinephrine (synthetic); L-Epirenamine; L-Methylaminoethanolcatechol; L-epinephrine; Levo-Methylaminoethanolcatechol; Levoadrenaline; Levoepinephrine; Levorenen; Levorenin; Levorenine; Lyophrin; Medihaler-Epi; Metanephrin; Methylaminoethanolcatechol; Methylarterenol; Micronefrin; Micronephrine; Mucidrina; Myosthenine; Mytrate; Nephridine; Nieraline; Paranephrin; Primatene; Primatene Mist; R-(-)-Epinephrine; R-Adrenaline; Racemic Epinephrine; Racepinephrine; Renagladin; Renaglandin; Renaglandulin; Renaleptine; Renalina; Renoform; Renostypricin; Renostypticin; Renostyptin; SUS-PHRINE SULFITE-FREE; Scurenaline; Septocaine; Simplene; Sindrenina; Soladren; Sphygmogenin; Stryptirenal; Styptirenal; Supracapsulin; Supradin; Supranefran; Supranephrane; Supranephrine; Supranol; Suprarenaline; Suprarenin; Suprel; Surenine; Surrenine; Sus-Phrine; Susphrine; Sympathin I; Takamina; Takamine; Tokamina; Tonogen; Twinject; Twinject 0.15; Twinject 0.3; Twinject 0.30; Vaponefrin; Vasoconstrictine; Vasoconstrictor; Vasodrine; Vasoton; Vasotonin
Drug Type
Small molecular drug
Indication Allergy [ICD11:4A8Z] Approved [1]
Asthma [ICD11:CA23] Approved [1]
Therapeutic Class
Vasoconstrictor Agents
Structure
3D MOL 2D MOL
Formula
C9H13NO3
Canonical SMILES
CNCC(C1=CC(=C(C=C1)O)O)O
InChI
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m1/s1
InChIKey
UCTWMZQNUQWSLP-SECBINFHSA-N
CAS Number
CAS 51-43-4
Pharmaceutical Properties Molecular Weight 183.2 Topological Polar Surface Area 72.7
Heavy Atom Count 13 Rotatable Bond Count 3
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 4
XLogP
-1.4
PubChem CID
247704
PubChem SID
103114731 ,103221326 ,103986559 ,104493134 ,109785 ,11537662 ,117616902 ,129349965 ,132554589 ,135651431 ,137001232 ,143337864 ,162794819 ,175269536 ,179038349 ,223519676 ,22434655 ,225249182 ,226402323 ,24770298 ,26697353 ,26718648 ,30046205 ,50123581 ,57400473 ,78567527 ,7885841 ,87691404 ,9395667
ChEBI ID
ChEBI:28918
TTD Drug ID
D04PHC
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
3-Oct Transporter Info Organic cation transporter 3 Substrate [3]
Drug-Transporter Activity Data
Drug-Transporter Activity Data 3-Oct Transporter Info Km =240 microM Human embryonic kidney cells (HEK293)-OCT3 [3]
References
1 Epinephrine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Human intestinal transporter database: QSAR modeling and virtual profiling of drug uptake, efflux and interactions. Pharm Res. 2013 Apr;30(4):996-1007.
3 Differential pharmacological in vitro properties of organic cation transporters and regional distribution in rat brain. Neuropharmacology. 2006 Jun;50(8):941-52.

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