Normetanephrine HCl | CAS#1011-74-1 | metabolite of norepinephrine

MedKoo Cat#: 556346 | Name: Normetanephrine HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Normetanephrine is a metabolite of norepinephrine created by action of catechol-O-methyl transferase on norepinephrine. It is excreted in the urine and found in certain tissues. It is a marker for catecholamine-secreting tumors such as pheochromocytoma.

Chemical Structure

Normetanephrine HCl

CAS#1011-74-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 556346

Name: Normetanephrine HCl

CAS#: 1011-74-1 (HCl)

Chemical Formula: C9H14ClNO3

Exact Mass: 0.0000

Molecular Weight: 219.67

Elemental Analysis: C, 49.21; H, 6.42; Cl, 16.14; N, 6.38; O, 21.85

Price and Availability

Size	Price	Availability
50mg	USD 750.00	2 Weeks
100mg	USD 1,250.00	2 Weeks
200mg	USD 1,950.00	2 Weeks
500mg	USD 2,650.00	2 Weeks
1g	USD 3,950.00	2 Weeks
2g	USD 5,950.00	2 Weeks

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Related CAS #

97-31-4 (free base) 1011-74-1 (HCl)

Synonym

Normetanephrine HCl; Normetanephrine hydrochloride; Normetanephrine hydrochloride; DL-Normetanephrine hydrochloride; rac Normetanephrine Hydrochloride

IUPAC/Chemical Name

4-(2-amino-1-hydroxyethyl)-2-methoxyphenol hydrochloride

InChi Key

VKFPRGQZWKTEON-UHFFFAOYSA-N

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

SMILES Code

OC1=CC=C(C(O)CN)C=C1OC.[H]Cl

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 219.67 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Marušić R, Dragila Ž, Levaković A, Lekić I, Mihaljević D, Debeljak Ž, Bačun T. The most common indications for measuring metanephrine and normetanephrine in plasma - a rational approach. Med Glas (Zenica). 2023 Aug 1;20(2). doi: 10.17392/1588-23. Epub ahead of print. PMID: 37300464. 2: Prego MT, Dias MJ, Ferreira RL, Gonçalves S, Dias Domingues T, Junius G, Van den Steen E, Galac S, Leal RO. Plasma and urinary metanephrine and normetanephrine concentrations using liquid chromatography with tandem mass spectrometry in healthy cats and in a cat with pheochromocytoma. J Vet Intern Med. 2023 May-Jun;37(3):910-914. doi: 10.1111/jvim.16648. Epub 2023 Apr 13. PMID: 37057306; PMCID: PMC10229322. 3: Yu Y, Chen C, Han W, Zhang Y, Zhang Z, Yang Y. Metanephrine and normetanephrine associated with subclinical myocardial injuries in pheochromocytoma and paraganglioma. Front Oncol. 2022 Sep 27;12:1024342. doi: 10.3389/fonc.2022.1024342. PMID: 36237312; PMCID: PMC9552905. 4: Deng Y, Liu Q, Liu Z, Zhao H, Zhou W, Zhang C. Commutability Assessment of Processed Human Plasma Samples for Normetanephrine and Metanephrine Measurements Based on the Candidate Reference Measurement Procedure. Ann Lab Med. 2022 Sep 1;42(5):575-584. doi: 10.3343/alm.2022.42.5.575. PMID: 35470275; PMCID: PMC9057823. 5: Remde H, Pamporaki C, Quinkler M, Nölting S, Prejbisz A, Timmers HJLM, Masjkur J, Fuss CT, Fassnacht M, Eisenhofer G, Deutschbein T. Improved Diagnostic Accuracy of Clonidine Suppression Testing Using an Age-Related Cutoff for Plasma Normetanephrine. Hypertension. 2022 Jun;79(6):1257-1264. doi: 10.1161/HYPERTENSIONAHA.122.19019. Epub 2022 Apr 5. PMID: 35378989. 6: Liu W, Zhang J, Yang Y, Jin Y, Li Z, You L, Luo J, Su X. Application of Metanephrine and Normetanephrine in Evaluating the Selectivity of Adrenal Vein Sampling. Horm Metab Res. 2022 Mar;54(3):162-167. doi: 10.1055/a-1756-4937. Epub 2022 Mar 11. PMID: 35276741. 7: Höglund K, Palmqvist H, Ringmark S, Svensson A. Quantification of normetanephrine in canine urine using ELISA: evaluation of factors affecting results. J Vet Diagn Invest. 2022 Jan;34(1):28-35. doi: 10.1177/10406387211052984. Epub 2021 Oct 26. PMID: 34697963; PMCID: PMC8689017. 8: Kline GA, Boyd J, Hyrcza M, Pacaud D, Pasieka JL, Dong Y, Sadrzadeh HSM, Leung AAC. Updated reference intervals for urine normetanephrine have no effect on test sensitivity but fewer false positives. Clin Biochem. 2022 Jan;99:17-19. doi: 10.1016/j.clinbiochem.2021.09.013. Epub 2021 Oct 6. PMID: 34626610. 9: Peitzsch M, Novos T, Kaden D, Kurlbaum M, van Herwaarden AE, Müller D, Adaway J, Grouzmann E, McWhinney B, Hoad K, Woollard G, Kema I, Boot C, Fassnacht M, Sweep F, Loh TP, Horvath AR, Eisenhofer G. Harmonization of LC-MS/MS Measurements of Plasma Free Normetanephrine, Metanephrine, and 3-Methoxytyramine. Clin Chem. 2021 Aug 5;67(8):1098-1112. doi: 10.1093/clinchem/hvab060. PMID: 33993248. 10: Mizuno K, Sakaue H, Kohsaka K, Takeda H, Hayashi N, Sato T. An increase in normetanephrine in hair follicles of acne lesions through the sympatho-adrenal medullary system in acne patients with anxiety. J Dermatol. 2021 Aug;48(8):1281-1285. doi: 10.1111/1346-8138.15935. Epub 2021 May 7. PMID: 33963607. 11: Kline GA, Boyd J, Leung AA, Tang A, Sadrzadeh HM. Moderate renal impairment does not preclude the accuracy of 24-hour urine normetanephrine measurements for suspected pheochromoctyoma. Clin Endocrinol (Oxf). 2020 Jun;92(6):518-524. doi: 10.1111/cen.14180. Epub 2020 Mar 18. PMID: 32133686. 12: Murabayashi M, Daimon M, Murakami H, Fujita T, Sato E, Tanabe J, Matsuhashi Y, Takayasu S, Yanagimachi M, Terui K, Kageyama K, Tokuda I, Sawada K, Ihara K. Association between higher urinary normetanephrine and insulin resistance in a Japanese population. PLoS One. 2020 Feb 13;15(2):e0228787. doi: 10.1371/journal.pone.0228787. PMID: 32053635; PMCID: PMC7018048. 13: Peitzsch M, Butch ER, Lovorn E, Mangelis A, Furman WL, Santana VM, Hero B, Berthold F, Shulkin BL, Huebner A, Eisenhofer G. Biochemical testing for neuroblastoma using plasma free 3-O-methyldopa, 3-methoxytyramine, and normetanephrine. Pediatr Blood Cancer. 2020 Feb;67(2):e28081. doi: 10.1002/pbc.28081. Epub 2019 Nov 14. PMID: 31724812. 14: Boyd J, Leung AA, Sadrzadeh HS, Pamporaki C, Pacak K, Deutschbein T, Fliedner S, Kline GA. A high rate of modestly elevated plasma normetanephrine in a population referred for suspected PPGL when measured in a seated position. Eur J Endocrinol. 2019 Sep;181(3):301-309. doi: 10.1530/EJE-19-0176. PMID: 31370003; PMCID: PMC7446766. 15: Peitzsch M, Mangelis A, Eisenhofer G, Huebner A. Age-specific pediatric reference intervals for plasma free normetanephrine, metanephrine, 3-methoxytyramine and 3-O-methyldopa: Particular importance for early infancy. Clin Chim Acta. 2019 Jul;494:100-105. doi: 10.1016/j.cca.2019.03.1620. Epub 2019 Mar 20. PMID: 30904545. 16: Godoy-Reyes TM, Costero AM, Gaviña P, Martínez-Máñez R, Sancenón F. Colorimetric detection of normetanephrine, a pheochromocytoma biomarker, using bifunctionalised gold nanoparticles. Anal Chim Acta. 2019 May 16;1056:146-152. doi: 10.1016/j.aca.2019.01.003. Epub 2019 Jan 8. PMID: 30797455. 17: Eisenhofer G, Peitzsch M, Kaden D, Langton K, Mangelis A, Pamporaki C, Masjkur J, Geroula A, Kurlbaum M, Deutschbein T, Beuschlein F, Prejbisz A, Bornstein SR, Lenders JWM. Reference intervals for LC-MS/MS measurements of plasma free, urinary free and urinary acid-hydrolyzed deconjugated normetanephrine, metanephrine and methoxytyramine. Clin Chim Acta. 2019 Mar;490:46-54. doi: 10.1016/j.cca.2018.12.019. Epub 2018 Dec 17. PMID: 30571948. 18: van den Ouweland JM, Mol M, Tax L, Beijers T, van Daal H. α-Methyldopa Interference in Urinary Normetanephrine Measurement by LC-MS/MS? J Appl Lab Med. 2016 Nov 1;1(3):321-324. doi: 10.1373/jalm.2016.020925. PMID: 33626849. 19: Bílek R, Zelinka T, Vlček P, Dušková J, Michalský D, Novák K, Bešťák J, Widimský J Jr. Deconjugated urinary metanephrine, normetanephrine and 3-methoxytyramine in laboratory diagnosis of pheochromocytoma and paraganglioma. Physiol Res. 2015;64(Suppl 2):S313-22. doi: 10.33549/physiolres.933109. PMID: 26680494. 20: Gabler J, Wang S. Quantification of Metanephrine and Normetanephrine in Urine Using Liquid Chromatography-Tandem Mass Spectrometry. Methods Mol Biol. 2016;1378:149-57. doi: 10.1007/978-1-4939-3182-8_17. PMID: 26602127.