Arbutamine | CAS#128470-16-6

MedKoo Cat#: 317199 | Name: Arbutamine

Description:

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

Arbutamine is a cardiac stimulant. It stimulates adrenergic receptors. Arbutamine is a synthetic catecholamine with positive chronotropic and inotropic properties, used in echocardiography and diagnostic coronary angiography. Arbutamine binds to and activates beta-1 adrenergic receptors in the myocardium, thereby increasing heart rate and increasing force of myocardial contraction. Arbutamine, administered through a closed-loop, computer-controlled drug-delivery system, is indicated to elicit acute cardiovascular responses, similar to those produced by exercise, in order to aid in diagnosing the presence or absence of coronary artery disease in patients who cannot exercise adequately.

Chemical Structure

Arbutamine

CAS#128470-16-6 (free base)

Theoretical Analysis

MedKoo Cat#: 317199

Name: Arbutamine

CAS#: 128470-16-6 (free base)

Chemical Formula: C18H23NO4

Exact Mass: 317.1627

Molecular Weight: 317.38

Elemental Analysis: C, 68.12; H, 7.30; N, 4.41; O, 20.16

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.

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Related CAS #

125251-66-3 (HCl) 128470-16-6 (free base) 130783-37-8 (free base)

Synonym

Genesa; Arbutaminum; Arbutamina;.

IUPAC/Chemical Name

4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol

InChi Key

IIRWWTKISYTTBL-SFHVURJKSA-N

InChi Code

InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14/h4-9,11,18-23H,1-3,10,12H2/t18-/m0/s1

SMILES Code

C1=CC(=CC=C1CCCCNCC(C2=CC(=C(C=C2)O)O)O)O

Appearance

Solid powder

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

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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 317.38 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: Zhao S, Li S. A co-module approach for elucidating drug-disease associations and revealing their molecular basis. Bioinformatics. 2012 Apr 1;28(7):955-61. doi: 10.1093/bioinformatics/bts057. Epub 2012 Jan 28. PubMed PMID: 22285830. 2: Shang G, Liu D, Allen SE, Yang Q, Zhang X. Asymmetric hydrogenation of alpha-primary and secondary amino ketones: efficient asymmetric syntheses of (-)-arbutamine and (-)-denopamine. Chemistry. 2007;13(27):7780-4. PubMed PMID: 17591728. 3: Brown AS, Calachanis M, Evdoridis C, Hancock J, Wild S, Prasan A, Nihoyannopoulos P, Monaghan MJ. Sonovue improves endocardial border detection and variability in assessing wall motion score and ejection fraction during stress echocardiography. Ir J Med Sci. 2004 Jan-Mar;173(1):13-7. PubMed PMID: 15732229. 4: Kosmala W, Spring A. [Comparison of usefulness of dobutamine-atropine and dobutamine-adenosine stress echocardiography in detection of coronary artery disease]. Pol Merkur Lekarski. 2004 Apr;16(94):313-5. Polish. PubMed PMID: 15517922. 5: Meisner JS, Shirani J, Alaeddini J, Frishman WH. Use of pharmaceuticals in noninvasive cardiovascular diagnosis. Heart Dis. 2002 Sep-Oct;4(5):315-30. Review. PubMed PMID: 12350244. 6: Trost BM, Yeh VS, Ito H, Bremeyer N. Effect of ligand structure on the zinc-catalyzed Henry reaction. Asymmetric syntheses of (-)-denopamine and (-)-arbutamine. Org Lett. 2002 Aug 8;4(16):2621-3. PubMed PMID: 12153193. 7: Saremi F, Jadvar H, Siegel ME. Pharmacologic interventions in nuclear radiology: indications, imaging protocols, and clinical results. Radiographics. 2002 May-Jun;22(3):477-90. Review. PubMed PMID: 12006682. 8: Ruiz M, Takehana K, Petruzella FD, Watson DD, Beller GA, Glover DK. Arbutamine stress perfusion imaging in dogs with critical coronary artery stenoses: (99m)Tc-sestamibi versus (201)Tl. J Nucl Med. 2002 May;43(5):664-70. Erratum in: J Nucl Med 2002 Oct;43(10):1376. PubMed PMID: 11994532. 9: Pierard LA, Melon PG, Lancellotti P, De Landsheere CM, Degueldre C, Kulbertus HE. Identification of viable myocardium early after acute myocardial infarction using closed-loop arbutamine echocardiography: comparison with positron emission tomography. Acta Cardiol. 2001 Dec;56(6):387-94. PubMed PMID: 11791807. 10: Ali Raza J, Reeves WC, Movahed A. Pharmacological stress agents for evaluation of ischemic heart disease. Int J Cardiol. 2001 Dec;81(2-3):157-67. Review. PubMed PMID: 11744132.