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Merck
CN

D5290

(−)-3,4-Dihydroxynorephedrine

analytical standard

Synonym(s):

α-(1-Aminoethyl)-3,4-dihydroxybenzyl alcohol, (−)-α-Methylnorepinephrine, 4-(2-Amino-1-hydroxypropyl)-1,2-benzenediol, L-4-(2-Amino-1-hydroxypropyl)-1,2-benzenediol, Levonordefrin

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About This Item

Linear Formula:
(HO)2C6H3CH(OH)CH(CH3)NH2
CAS Number:
829-74-3
Molecular Weight:
183.20
NACRES:
NA.24
PubChem Substance ID:
24277784
UNSPSC Code:
41116107
MDL number:
MFCD00134415

Key Documents

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grade

analytical standard

assay

≥90%

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule)
veterinary

storage temp.

−20°C

SMILES string

C[C@H](N)[C@H](O)c1ccc(O)c(O)c1

InChI

1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1

InChI key

GEFQWZLICWMTKF-CDUCUWFYSA-N

Gene Information

human ... ADRB2(154)
rat ... Adra1a(29412), Adra2a(25083)

Biochem/physiol Actions

Adrenergic agonist; vasoconstrictor.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Q Q Hou et al.
Biochimica et biophysica acta, 1824(4), 533-541 (2012-02-14)
Epinephrine is a naturally occurring adrenomedullary hormone that transduces environmental stressors into cardiovascular actions. As the only route in the catecholamine biosynthetic pathway, Phenylethanolamine N-methyltransferase (PNMT) catalyzes the synthesis of epinephrine. To elucidate the detailed mechanism of enzymatic catalysis of
Why and what type of vasoconstrictors are added to local anaesthetic solutions?
D P Barnard
SADJ : journal of the South African Dental Association = tydskrif van die Suid-Afrikaanse Tandheelkundige Vereniging, 61(5), 204-205 (2006-08-09)
Hua-Lin Cai et al.
Psychiatry research, 188(2), 197-202 (2010-12-15)
Abnormalities in plasma monoamine metabolism reflect partly the illness of schizophrenia and sometimes the symptoms. Such studies have been repeatedly reported but have rarely taken both metabolites and parent amines or inter-amine activity ratios into account. In this study, the
Sleep apnea and heart disease.
Haoyi Zheng et al.
The New England journal of medicine, 354(10), 1086-1089 (2006-03-11)
Ingrid Lawaty et al.
Anesthesia progress, 57(4), 139-144 (2010-12-23)
The purpose of this prospective, randomized, double-blind crossover study was to compare the anesthetic efficacy of 2% mepivacaine with 1 : 20,000 levonordefrin versus 2% lidocaine with 1 : 100,000 epinephrine in maxillary central incisors and first molars. Sixty subjects randomly received, in a
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