6-Nitrodopamine | CAS#21581-49-7 | catecholamine

MedKoo Cat#: 130463 | Name: 6-Nitrodopamine

Description:

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

6-Nitrodopamine functions as a dopamine D2-like receptor antagonist in human umbilical cord vessels and is a catecholamine that is released from the vas deferens. The release is regulated by the modulation of nitric oxide. 6-Nitrodopamine has been shown to modulate vas deferens contractility and vascular reactivity.

Chemical Structure

6-Nitrodopamine

CAS#21581-49-7

Theoretical Analysis

MedKoo Cat#: 130463

Name: 6-Nitrodopamine

CAS#: 21581-49-7

Chemical Formula: C8H10N2O4

Exact Mass: 198.0641

Molecular Weight: 198.18

Elemental Analysis: C, 48.49; H, 5.09; N, 14.14; O, 32.29

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

6-Nitrodopamine; 6-ND

IUPAC/Chemical Name

4-(2-aminoethyl)-5-nitrobenzene-1,2-diol

InChi Key

InChI=1S/C8H10N2O4/c9-2-1-5-3-7(11)8(12)4-6(5)10(13)14/h3-4,11-12H,1-2,9H2

InChi Code

InChI=1S/C8H10N2O4/c9-2-1-5-3-7(11)8(12)4-6(5)10(13)14/h3-4,11-12H,1-2,9H2

SMILES Code

OC1=CC([N+]([O-])=O)=C(CCN)C=C1O

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 198.18 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: Britto-Júnior J, Campos R, Peixoto M, Lima AT, Jacintho FF, Mónica FZ, Moreno RA, Antunes E, De Nucci G. 6-Nitrodopamine is an endogenous selective dopamine receptor antagonist in Chelonoidis carbonaria aorta. Comp Biochem Physiol C Toxicol Pharmacol. 2022 Oct;260:109403. doi: 10.1016/j.cbpc.2022.109403. Epub 2022 Jul 3. PMID: 35793735. 2: Britto-Júnior J, de Oliveira MG, Dos Reis Gati C, Campos R, Moraes MO, Moraes MEA, Mónica FZ, Antunes E, De Nucci G. 6-NitroDopamine is an endogenous modulator of rat heart chronotropism. Life Sci. 2022 Oct 15;307:120879. doi: 10.1016/j.lfs.2022.120879. Epub 2022 Aug 10. PMID: 35963299. 3: Britto-Júnior J, da Silva-Filho WP, Amorim AC, Campos R, Moraes MO, Moraes MEA, Fregonesi A, Monica FZ, Antunes E, De Nucci G. 6-nitrodopamine is a major endogenous modulator of human vas deferens contractility. Andrology. 2022 Nov;10(8):1540-1547. doi: 10.1111/andr.13263. Epub 2022 Aug 17. PMID: 35934935. 4: Britto-Júnior J, Coelho-Silva WC, Murari GF, Serpellone Nash CE, Mónica FZ, Antunes E, De Nucci G. 6-Nitrodopamine is released by human umbilical cord vessels and modulates vascular reactivity. Life Sci. 2021 Jul 1;276:119425. doi: 10.1016/j.lfs.2021.119425. Epub 2021 Mar 26. PMID: 33781827. 5: Lima AT, Dos Santos EX, Britto-Júnior J, de Souza VB, Schenka AA, Campos R, Moraes MO, Moraes MEA, Antunes E, De Nucci G. Release of 6-nitrodopamine modulates vascular reactivity of Pantherophis guttatus aortic rings. Comp Biochem Physiol C Toxicol Pharmacol. 2022 Dec;262:109471. doi: 10.1016/j.cbpc.2022.109471. Epub 2022 Sep 17. PMID: 36126860. 6: Britto-Júnior J, Ximenes L, Ribeiro A, Fregonesi A, Campos R, Ricardo de Almeida Kiguti L, Mónica FZ, Antunes E, De Nucci G. 6-Nitrodopamine is an endogenous mediator of rat isolated epididymal vas deferens contractions induced by electric-field stimulation. Eur J Pharmacol. 2021 Nov 15;911:174544. doi: 10.1016/j.ejphar.2021.174544. Epub 2021 Oct 1. PMID: 34606837. 7: Campos R, Pinheiro DHA, Britto-Júnior J, de Castro HA, Mendes GD, Moraes MO, Moraes MEA, Lopes-Martins RÁB, Antunes NJ, De Nucci G. Quantification of 6-nitrodopamine in Krebs-Henseleit's solution by LC-MS/MS for the assessment of its basal release from Chelonoidis carbonaria aortae in vitro. J Chromatogr B Analyt Technol Biomed Life Sci. 2021 Mar 22;1173:122668. doi: 10.1016/j.jchromb.2021.122668. Epub ahead of print. PMID: 33819799. 8: Britto-Júnior J, Ribeiro A, Ximenes L, Lima AT, Jacintho FF, Fregonesi A, Mónica FZ, Antunes E, De Nucci G. Alpha1-adrenergic antagonists block 6-nitrodopamine contractions on the rat isolated epididymal vas deferens. Eur J Pharmacol. 2022 Jan 15;915:174716. doi: 10.1016/j.ejphar.2021.174716. Epub 2021 Dec 22. PMID: 34951979. 9: Britto-Júnior J, Lima AT, Campos R, Gião AA, Mendes GD, Ferreira-Novaes Silva LP, Fregonesi A, Pupo AS, Antunes E, De Nucci G. 6-Nitrodopamine potentiates contractions of rat isolated vas deferens induced by noradrenaline, adrenaline, dopamine and electric field stimulation. Naunyn Schmiedebergs Arch Pharmacol. 2023 Apr 4. doi: 10.1007/s00210-023-02478-6. Epub ahead of print. PMID: 37014401. 10: Lima AT, Amorim AC, Britto-Júnior J, Campitelli RR, Fregonesi A, Mónica FZ, Antunes E, De Nucci G. β1- and β1/β2-adrenergic receptor antagonists block 6-nitrodopamine-induced contractions of the rat isolated epididymal vas deferens. Naunyn Schmiedebergs Arch Pharmacol. 2022 Oct;395(10):1257-1268. doi: 10.1007/s00210-022-02268-6. Epub 2022 Jul 8. PMID: 35798982. 11: Britto-Júnior J, Lima AT, Santos-Xavier JS, Gonzalez P, Mónica FZ, Campos R, Souza VB, Schenka AA, Antunes E, Nucci G. Relaxation of thoracic aorta and pulmonary artery rings of marmosets (Callithrix spp.) by endothelium-derived 6-nitrodopamine. Braz J Med Biol Res. 2023 Apr 7;56:e12622. doi: 10.1590/1414-431X2023e12622. PMID: 37042871; PMCID: PMC10085761. 12: Britto-Júnior J, Lima AT, Fuguhara V, Monica FZ, Antunes E, De Nucci G. Investigation on the positive chronotropic action of 6-nitrodopamine in the rat isolated atria. Naunyn Schmiedebergs Arch Pharmacol. 2023 Jan 31. doi: 10.1007/s00210-023-02394-9. Epub ahead of print. PMID: 36719453. 13: Palumbo A, Napolitano A, Barone P, d'Ischia M. Nitrite- and peroxide- dependent oxidation pathways of dopamine: 6-nitrodopamine and 6-hydroxydopamine formation as potential contributory mechanisms of oxidative stress- and nitric oxide-induced neurotoxicity in neuronal degeneration. Chem Res Toxicol. 1999 Dec;12(12):1213-22. doi: 10.1021/tx990121g. PMID: 10604871.