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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H13NO3
Molecular Weight 183.2044
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPINEPHRINE

SMILES

CNC[C@H](O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=UCTWMZQNUQWSLP-VIFPVBQESA-N
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1

HIDE SMILES / InChI
Molecular Formula C9H13NO3
Molecular Weight 183.2044
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:12:07 UTC 2023
Edited
by admin
on Fri Dec 15 15:12:07 UTC 2023
Record UNII
YKH834O4BH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPINEPHRINE
HSDB   INN   MI   ORANGE BOOK   USP   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
LIDOSITE TOPICAL SYSTEM KIT COMPONENT EPINEPHRINE
Common Name English
EPINEPHRINE COMPONENT OF OCTOCAINE
Common Name English
NORADRENALINE TARTRATE IMPURITY A [EP IMPURITY]
Common Name English
NSC-62786
Code English
EPINEPHRINUM [WHO-IP LATIN]
Common Name English
NEPHRIDINE
Common Name English
EPINEPHRINE [MI]
Common Name English
EPINEPHRINE [ORANGE BOOK]
Common Name English
BRONKAID MIST
Brand Name English
ADRENALINE [EP MONOGRAPH]
Common Name English
ADRENALINE [EP IMPURITY]
Common Name English
EPINEPHRINE COMPONENT OF IONTOCAINE
Common Name English
EPINEPHRINE [WHO-IP]
Common Name English
ANAPEN
Brand Name English
ADRENALINE [JAN]
Common Name English
Epinephrine [WHO-DD]
Common Name English
1,2-BENZENEDIOL, 4-(1-HYDROXY-2-(METHYLAMINO)ETHYL)-, (R)-
Common Name English
SUS-PHRINE
Brand Name English
EPINEPHRINE [USP-RS]
Common Name English
ADRENALIN
Systematic Name English
IONTOCAINE COMPONENT EPINEPHRINE
Common Name English
epinephrine [INN]
Common Name English
SUS-PHRINE SULFITE-FREE
Brand Name English
SUS-PHRINE SULPHITE-FREE
Common Name English
(-)-(R)-EPINEPHRINE
Common Name English
(-)-EPINEPHRINE
Common Name English
SUSPHRINE
Brand Name English
EPINEPHRINE [USP MONOGRAPH]
Common Name English
OCTOCAINE COMPONENT EPINEPHRINE
Common Name English
(-)-3,4-DIHYDROXY-.ALPHA.-((METHYLAMINO)METHYL)BENZYL ALCOHOL
Systematic Name English
ADRENALINE
EP   MART.  
Systematic Name English
SYMJEPI
Brand Name English
EPINEPHRINE [HSDB]
Common Name English
ADRENALINUM
HPUS  
Common Name English
EPINEPHRINE COMPONENT OF LIDOSITE TOPICAL SYSTEM KIT
Common Name English
TWINJECT
Brand Name English
RACEPINEFRINE, (R)-
Common Name English
BENZYL ALCOHOL, 3,4-DIHYDROXY-.ALPHA.-((METHYLAMINO)METHYL)-, (-)-
Systematic Name English
4-((1R)-1-HYDROXY-2-(METHYLAMINO)ETHYL)-1,2-BENZENEDIOL
Systematic Name English
GLAUPOSINE
Common Name English
ADRENALINE [MART.]
Common Name English
EPIPEN
Brand Name English
ADRENALINUM [HPUS]
Common Name English
PRIMATENE MIST
Brand Name English
Classification Tree Code System Code
WHO-ESSENTIAL MEDICINES LIST 1.2 (LID/EPI)
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
NDF-RT N0000175552
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 21.5
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-VATC QB02BC09
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 13735-6
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 33874-9
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC C01CA24
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
CFR 21 CFR 346.12
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
WHO-ATC S01EA01
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
WHO-VATC QS01EA01
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 14711-6
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 2230-1
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
NDF-RT N0000175570
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 2232-7
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-VATC QC01CA24
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC B02BC09
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
WHO-VATC QR03AK01
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
FDA ORPHAN DRUG 134800
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 03
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 13734-9
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 16111-7
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 25.1
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
NDF-RT N0000175555
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
CFR 21 CFR 341.16
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
LOINC 24521-7
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 12.2
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 2231-9
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 44837-3
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NDF-RT N0000000209
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 25908-5
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC R03AK01
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
LOINC 11046-0
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
NDF-RT N0000000245
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-VATC QR03AA01
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC R01AA14
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
WHO-VATC QR01AA14
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-VATC QA01AD01
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 14712-4
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC S01EA51
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
NDF-RT N0000007715
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 49552-3
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC A01AD01
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
FDA ORPHAN DRUG 133200
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
LOINC 24522-5
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 25909-3
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
LOINC 32015-0
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
WHO-ATC R03AA01
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
LOINC 43248-4
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
NCI_THESAURUS C88516
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
Code System Code Type Description
CAS
51028-73-0
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
SUPERSEDED
WIKIPEDIA
EPINEPHRINE
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
RS_ITEM_NUM
1236970
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID5022986
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
DRUG BANK
DB00668
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
EVMPD
SUB06568MIG
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
ChEMBL
CHEMBL679
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
RXCUI
3992
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY RxNorm
MESH
D004837
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
DRUG CENTRAL
1028
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
EVMPD
SUB130356
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
ALTERNATIVE
NCI_THESAURUS
C473
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
CHEBI
28918
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
WIKIPEDIA
Epinephrine (medication)
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
HSDB
4289
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
SMS_ID
100000092380
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
IUPHAR
479
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
FDA UNII
YKH834O4BH
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
MERCK INDEX
m4944
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
200-098-7
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
LACTMED
Epinephrine
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
PUBCHEM
5816
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
EPINEPHRINE
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY Other name: Adrenaline. (In certain countries the name Adrenaline is a trademark. In those countries this name may be used onlywhen applied to the product issued by the owners of the trademark.)Description: A white or almost white, microcrystalline powder; odourless.Solubility: Very slightly soluble in water; practically insoluble in ethanol (~750 g/l) TS, ether R and acetone R.Category: Sympathomimetic.Storage: Epinephrine should be kept in a hermetically closed container, protected from light.Additional information: Epinephrine gradually darkens in colour on exposure to air and light. Even in the absence of light,Epinephrine is gradually degraded on exposure to a humid atmosphere, the decomposition being faster at higher temperatures.RequirementsDefinition: Epinephrine contains not less than 98.5% and not more than 101.0% of C9H13NO3, calculated with reference to thedried substance.
INN
2142
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
CAS
51-43-4
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
NSC
62786
Created by admin on Fri Dec 15 15:12:08 UTC 2023 , Edited by admin on Fri Dec 15 15:12:08 UTC 2023
PRIMARY
DAILYMED
YKH834O4BH
Created by admin on Fri Dec 15 15:12:07 UTC 2023 , Edited by admin on Fri Dec 15 15:12:07 UTC 2023
PRIMARY
Related Record Type Details
ALPHA-1A ADRENERGIC RECEPTOR
TARGET -> AGONIST
BINDING
IC50
EPINEPHRINE SULFATE
SALT/SOLVATE -> PARENT
BETA-1 ADRENERGIC RECEPTOR
TARGET -> AGONIST
Assay in chinese hamster ovary (CHO) cells stably expressing the three β-adrenergic receptor subtypes at comparable leve50 to 80 pM 125I-CYP were used as radioligand. Experiments were done in the presence of 100 µM GTP.
Ki
Structure of EPINEPHRINE ACETATE
SALT/SOLVATE -> PARENT
Structure of RACEPINEPHRINE
RACEMATE -> ENANTIOMER
ALPHA-2A ADRENERGIC RECEPTOR
TARGET -> AGONIST
SHORT-ACTING
CATECHOL O-METHYLTRANSFERASE
METABOLIC ENZYME -> SUBSTRATE
Structure of EPINEPHRINE BITARTRATE
SALT/SOLVATE -> PARENT
BETA-3 ADRENERGIC RECEPTOR
WEAK AGONIST->TARGET
Assay in chinese hamster ovary (CHO) cells stably expressing the three β-adrenergic receptor subtypes at comparable leve50 to 80 pM 125I-CYP were used as radioligand. Experiments were done in the presence of 100 µM GTP.
Ki
ALPHA-1B ADRENERGIC RECEPTOR
TARGET -> AGONIST
ALPHA-2B ADRENERGIC RECEPTOR
TARGET -> AGONIST
BETA-2 ADRENERGIC RECEPTOR
TARGET -> AGONIST
Assay in chinese hamster ovary (CHO) cells stably expressing the three β-adrenergic receptor subtypes at comparable leve50 to 80 pM 125I-CYP were used as radioligand. Experiments were done in the presence of 100 µM GTP.
Ki
Related Record Type Details
Structure of VANILMANDELIC ACID, (-)-
METABOLITE INACTIVE -> PARENT
Unit: percent of tritium in the urine; See table 1 the source.
IN-VIVO
URINE
Structure of 3-METHOXY-4-HYDROXYPHENYLGLYCOL, (-)-
METABOLITE INACTIVE -> PARENT
Unit: percent of tritium in the urine; See table 1 in the source document.
IN-VIVO
URINE
Structure of 3,4-DIHYDROXYMANDELIC ACID, (R)-
METABOLITE INACTIVE -> PARENT
Unit: percent of tritium in the urine; See table 1 in the source document.
IN-VIVO
URINE
Structure of EPINEPHRINE 4-SULFATE
METABOLITE INACTIVE -> PARENT
Structure of METANEPHRINE, (-)-
METABOLITE INACTIVE -> PARENT
Structure of METANEPHRINE GLUCURONIDE, (-)-
METABOLITE INACTIVE -> PARENT
Unit: percent of tritium in the urine; See table 1 in the source document.
IN-VIVO
URINE
Structure of METANEPHRINE SULFATE, (-)-
METABOLITE INACTIVE -> PARENT
Related Record Type Details
Structure of EPINEPHRINE SULFONATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of EPINEPHRINE SULFONATE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-BENZYL EPINEPHRINE
IMPURITY -> PARENT
correction factors: for the calculation of content, multiply the peak areas of the following impurities by the corresponding correction factor: impurity D = 0.7; impurity E = 0.6
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of N-BENZYL ADRENALONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NOREPINEPHRINE BITARTRATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of OXEDRINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-BENZYL ADRENALONE
IMPURITY -> PARENT
correction factors: for the calculation of content, multiply the peak areas of the following impurities by the corresponding correction factor: impurity D = 0.7; impurity E = 0.6
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DEOXYEPINEPHRINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 4-(1-METHOXY-2-(METHYLAMINO)ETHYL)-1,2-BENZENEDIOL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of ADRENALONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NOREPINEPHRINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of NOREPINEPHRINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ADRENALONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of EPINEPHRINE
ACTIVE MOIETY
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