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Substance Name: Norepinephrine [INN:BAN:JAN]
RN: 51-41-2
UNII: X4W3ENH1CV
InChIKey: SFLSHLFXELFNJZ-QMMMGPOBSA-N
Note
- Precursor of epinephrine that is secreted by the ADRENAL MEDULLA and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers, and of the diffuse projection system in the brain that arises from the LOCUS CERULEUS. It is also found in plants and is used pharmacologically as a sympathomimetic.
Molecular Formula
- C8-H11-N-O3
Molecular Weight
- 169.1789
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic Agonists
- Adrenergic alpha-Agonists
- Autonomic Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Mutation Data
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Reproductive Effect
- Sympathomimetics
- Vasoconstrictor Agents
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Names and Synonyms
Name of Substance
- Norepinephrine
- Norepinephrine [INN:BAN:JAN]
MeSH Heading
- Norepinephrine
Synonyms
- (-)-alpha-(Aminomethyl)protocatechuyl alcohol
- (-)-Arterenol
- (-)-Noradrenaline
- (-)-Norepinephrine
- (R)-(-)-Norepinephrine
- (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol
- (R)-Noradrenaline
- (R)-Norepinephrine
- Adrenor
- Aktamin
- Arterenol
- BRN 4231961
- D-(-)-Noradrenaline
- EINECS 200-096-6
- HSDB 7772
- l-1-(3,4-Dihydroxyphenyl)-2-aminoethanol
- l-2-Amino-1-(3,4-dihydroxyphenyl)ethanol
- l-3,4-Dihydroxyphenylethanolamine
- l-alpha-(Aminomethyl)-3,4-dihydroxybenzyl alcohol
- l-Arterenol
- l-Noradrenaline
- L-Norepinephrine
- Levarterenol
- Levarterenolo
- Levarterenolo [DCIT]
- Levonor
- Levonoradrenaline
- Levonorepinephrine
- Levophed
- Nor-Epirenan
- Noradrenalin
- Noradrenalin, l-
- Noradrenalina
- Noradrenalina [Italian]
- Noradrenaline
- Noradrenalinum
- Norartrinal
- Noreinefrina
- Noreinefrina [INN-Spanish]
- Norepinephrine
- Norepinephrinum
- Norepinephrinum [INN-Latin]
- Norepirenamine
- Sympathin E
- UNII-X4W3ENH1CV
Systematic Names
- 1,2-Benzenediol, 4-((1R)-2-amino-1-hydroxyethyl)-
- 1,2-Benzenediol, 4-((R)-2-amino-1-hydroxyethyl)-
- 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)- (9CI)
- Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, (-)-
- Norepinephrine
Registry Numbers
CAS Registry Number
- 51-41-2
FDA UNII
- X4W3ENH1CV
Other Registry Numbers
- 4899-05-2
- 66197-73-7
Related Registry Number
- 51-40-1 (l-tartrate (1:1))
System Generated Number
- 0000051412
Structure Descriptors
InChI
InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1InChIKey
SFLSHLFXELFNJZ-QMMMGPOBSA-NSmiles
NC[C@H](O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 6mg/kg (6mg/kg) | Drugs in Japan Vol. 6, Pg. 567, 1982. | |
mouse | LD50 | intravenous | 550ug/kg (0.55mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 226, Pg. 493, 1955. | |
mouse | LD50 | oral | 20mg/kg (20mg/kg) | Acta Pharmacologica et Toxicologica. Vol. 31, Pg. 49, 1972. | |
mouse | LD50 | subcutaneous | 5mg/kg (5mg/kg) | Naturwissenschaften. Vol. 56, Pg. 615, 1969. | |
rabbit | LDLo | intravenous | 250ug/kg (0.25mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 41, Pg. 365, 1931. | |
rat | LD50 | intravenous | 100ug/kg (0.1mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 217 dec | deg C | EXP | |
pKa Dissociation Constant | 8.58 | (none) | EXP | |
log P (octanol-water) | -1.24E+00 | (none) | EXP | |
Water Solubility | 1.00E+06 | mg/L | 25 | EST |
Vapor Pressure | 8.19E-07 | mm Hg | 25 | EST |
Henry's Law Constant | 3.21E-19 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 9.49E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.