Arbutamine

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MedKoo CAT#: 317199

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

Description: 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

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Arbutamine
CAS# 128470-16-6 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 317199
Name: Arbutamine
CAS#: 128470-16-6 (free base)
Chemical Formula: C18H23NO4
Exact Mass: 317.16
Molecular Weight: 317.380
Elemental Analysis: C, 68.12; H, 7.30; N, 4.41; O, 20.16

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.