An active metabolite of norepinephrine
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Normetanephrine (hydrochloride)

Item No. 38792

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-(aminomethyl)-4-hydroxy-3-methoxy-benzenemethanol, monohydrochloride
CAS Number
1011-74-1
Synonyms
  • DL-Normetanephrine
  • (±)-Normetadrenaline
  • NMN
  • α-(aminomethyl)Vanillyl Alcohol
Molecular Formula
C9H13NO3 • HCl
Formula Weight
219.7
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly solubleDMSO: SolubleWater: Slightly soluble
SMILES
OC1=CC=C(C(CN)O)C=C1OC.Cl
InChi Code
InChI=1S/C9H13NO3.ClH/c1-13-9-4-6(8(12)5-10)2-3-7(9)11;/h2-4,8,11-12H,5,10H2,1H3;1H
InChi Key
VKFPRGQZWKTEON-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $44

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    50 mg

    $84

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    100 mg

    $132

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    Product Description

    Normetanephrine is an active metabolite of norepinephrine.1,2,3 It is formed from norepinephrine by catechol-O-methyltransferase (COMT).1 Normetanephrine induces contractions in isolated rabbit aortic strips in a concentration-dependent manner.2 It inhibits norepinephrine uptake in isolated rat heart (IC50 = 200 µM).3 Plasma levels of normetanephrine are increased in patients with von Hippel-Lindau disease and pheochromocytomas compared with patients with von Hippel-Lindau disease without pheochromocytomas.4 It has been used as a marker of authentic human urine specimens.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Goldstein, D.S., Eisenhofer, G., and Kopin, I.J. Sources and significance of plasma levels of catechols and their metabolites in humans. J. Pharm. Exp. Ther. 305(3), 800-811 (2003).

    2. Pruss, P., Maengwyn-Davies, G.D., and Wurzel, M. Comparison of effects of aromatic sympathomimetic amines on rabbit aortic strip and rabbit blood pressure. J. Pharmacol. Exp. Ther. 147, 76-85 (1965).

    3. Burgen, A.S., and Iversen, L.L. The inhibition of noradrenaline uptake by sympathomimetic amines in the rat isolated heart. Br. J. Pharmacol. Chemother. 25(1), 34-49 (1965).

    4. Eisenhofer, G., Lenders, J.W., Linehan, W.M., et al. Plasma normetanephrine and metanephrine for detecting pheochromocytoma in von Hippel-Lindau disease and multiple endocrine neoplasia type 2. N. Engl. J. Med. 340(24), 1872-1879 (1999).

    5. Goggin, M.M., Tann, C.-M., Miller, A., et al. Catching fakes: New markers of urine sample validity and invalidity. J. Anal. Toxicol. 41(2), 121-126 (2016).