Basic information
- CAS
108341-18-0- Standard SMILES
NC[C@H](O)c1ccc(O)c(O)c1.O.O=C(O)[C@H](O)[C@@H](O)C(=O)O- InChIKey
LNBCGLZYLJMGKP-LUDZCAPTSA-N- Molecular formula
- C12H19NO10
- Average molar mass
- 337.28 g/mol
- Monoisotopic mass
- 337.10089581
Overview
Norepinephrine Bitartrate is a bitartrate salt of norepinephrine, a synthetic phenylethylamine that mimics the sympathomimetic actions of the endogenous norepinephrine. Norepinephrine bitartrate acts directly on the alpha- and beta-adrenergic receptors. Clinically, norepinephrine is used as a peripheral vasoconstrictor that causes constriction of arterial and venous beds via its alpha-adrenergic action. It is also used as a potent inotropic and chronotropic stimulator of the heart mediated through its beta-1 adrenergic action.
Names & identifiers
- Preferred name
- Norepinephrine Bitartrate
- IUPAC
- 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol;(2R,3R)-2,3-dihydroxybutanedioic acid;hydrate
- English name
- L-NORADRENALINE BITARTRATE
- Molecular formula
- C8H11NO3.C4H6O6.H2O
- Molecular weight
- 337.28
Names & synonyms
108341-18-0Norepinephrine bitartrateNorepinephrine bitartrate monohydrateL-Noradrenaline bitartrate monohydrateBinodrenalArterenol, tartrate, monohydrateIFY5PE3ZRWLevarterenol bitartrate monohydrateDTXSID2047806Noradrenaline (as tartrate)Norepinephrine d-bitartrateNorepinephrine Phenolic
Show more names
NORADRENALINENorepinephrine bitartrate hydrateNOREPINEPHRINE BITARTRATE USPL-ARTERENOL BITARTRATEEpinephrine Impurity 28L-Nradrenaline bitartrateL-NORADRENALINE BITARTRATENoradrenaline tartrate CRSL-NOREPINEPHRINE BITARTRATE(-)-ARTERENOL BITARTRATE SALT
RefChem:56522NOREPINEPHR BITARTNorepinephrine (Bitartrate)DTXCID0070998Norepinephrine l-Tartrate (1:1)NOREPINEPHRINE in Sodium ChlorideLEVOPHED(R) NOREPINEPHRINE BITARTRATENOREPINEPHRINE BITARTRATE IN 5% DEXTROSE
Properties
Computed structural properties
- Topological polar surface area
- 203 Ų
- Hydrogen bond donors
- 9
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 276
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 100 · 100-104 °C(lit.)
- refractive index
- -11 ° · -11 ° (C=5, H2O)
- storage temp.
- Refrigerator
- solubility
- 2 O: · H2O: soluble50mg/mL, clear
- pka
- 8.64 · 8.64(at 25℃)
- form
- solid
- color
- white
- optical activity
- 20 · [α]20/D 11.5±1°, c = 2% in H2O
- Water Solubility
- 1 mg/mL · water: 1mg/mL
- BRN
- 4078502 · 4078502
- InChI
- InChI=1/C8H11NO3.C4H6O6/c9-4-8(12)5-1-2-6(10)7(11)3-5;5-1(3(7)8)2(6)4(9)10/h1-3,8,10-12H,4,9H2;1-2,5-6H,(H,7,8)(H,9,10)/t8-;1-,2-/s3
- InChIKey
- WNPNNLQNNJQYFA-KBOIKTAVNA-N
Safety & regulation
GHS classification
GHS Classification
Danger
H300 (91.1%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute Tox. 1 (91.1%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Norepinephrine bitartrate
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- DN6750000
- ridadr
- UN 2811 6.1/PG 2
- hs_code
- 2937901500
- risk_code
- 26/27/28-28
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T+
- safety_code
- 22-26-36/37/39-45-36/37-28
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
LEVOPHED(R) NOREPINEPHRINE BITARTRATE
Catecholamine [EPC]; Catecholamines [CS]
NOREPINEPHRINE (BITARTRATE)
Catecholamine [EPC]; Catecholamines [CS]
NOREPINEPHRINE BITARTRATE
Catecholamines [CS]; Catecholamine [EPC]
MeSH Pharmacological Classification
Drugs that selectively bind to and activate alpha adrenergic receptors.
Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Drugs used to cause constriction of the blood vessels.
Applications
UsesNoradrenaline bitartrate monohydrate (Levophed) is a direct alpha-adrenergic receptors stimulator. Noradrenaline bitartrate monohydrate (Levophed) also directly stimulates the beta-adrenergic receptors of the heart (beta1-adrenergic receptors), but not th
UsesA demethylated precursor of epinephrine.
UsesDemethylated precursor of epinephrine (adrenaline). It is a sympathomimetic hormone produced by the adrenal gland.
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
南通飞宇生物科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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