MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 581311 | Name: Dichloroisoproterenol

Description:

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

Dichloroisoproterenol is also known as Dichloroisoprenaline (DCI), was the first beta blocker ever to be developed. It is non-selective for the β1-adrenergic and β2-adrenergic receptors. DCI has low potency and acts as a partial agonist/antagonist at these receptors. Dichloroisoprenaline is a racemic mixture of enantiomers.

Chemical Structure

Dichloroisoproterenol
CAS#59-61-0

Theoretical Analysis

MedKoo Cat#: 581311

Name: Dichloroisoproterenol

CAS#: 59-61-0

Chemical Formula: C11H15Cl2NO

Exact Mass: 247.0531

Molecular Weight: 248.15

Elemental Analysis: C, 53.24; H, 6.09; Cl, 28.57; N, 5.64; O, 6.45

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
Dichloroisoproterenol; Dichlorisoprenaline; BRN 2807251;
IUPAC/Chemical Name
1-(3,4-Dichlorophenyl)-2-isopropylaminoethanol
InChi Key
VKMGSWIFEHZQRS-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H15Cl2NO/c1-7(2)14-6-11(15)8-3-4-9(12)10(13)5-8/h3-5,7,11,14-15H,6H2,1-2H3
SMILES Code
CC(NCC(O)C1=CC=C(Cl)C(Cl)=C1)C
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
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 248.15 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
1: Wen YQ, Hertzberg R, Gonzalez I, Moberg C. Minor enantiomer recycling: application to enantioselective syntheses of beta blockers. Chemistry. 2014 Mar 24;20(13):3806-12. doi: 10.1002/chem.201303890. Epub 2014 Feb 26. PubMed PMID: 24574310. 2: Seifert R. Functional selectivity of G-protein-coupled receptors: from recombinant systems to native human cells. Biochem Pharmacol. 2013 Oct 1;86(7):853-61. doi: 10.1016/j.bcp.2013.07.029. Epub 2013 Aug 8. Review. PubMed PMID: 23933388. 3: Brunskole Hummel I, Reinartz MT, Kälble S, Burhenne H, Schwede F, Buschauer A, Seifert R. Dissociations in the effects of β2-adrenergic receptor agonists on cAMP formation and superoxide production in human neutrophils: support for the concept of functional selectivity. PLoS One. 2013 May 31;8(5):e64556. doi: 10.1371/journal.pone.0064556. Print 2013. PubMed PMID: 23741338; PubMed Central PMCID: PMC3669315. 4: Ambrosio C, Molinari P, Fanelli F, Chuman Y, Sbraccia M, Ugur O, Costa T. Different structural requirements for the constitutive and the agonist-induced activities of the beta2-adrenergic receptor. J Biol Chem. 2005 Jun 24;280(25):23464-74. Epub 2005 Apr 21. PubMed PMID: 15845544. 5: Liu HY, Wenzel-Seifert K, Seifert R. The olfactory G protein G(alphaolf) possesses a lower GDP-affinity and deactivates more rapidly than G(salphashort): consequences for receptor-coupling and adenylyl cyclase activation. J Neurochem. 2001 Jul;78(2):325-38. Erratum in: J Neurochem 2001 Oct;79(2):460-1. PubMed PMID: 11461968. 6: Cohn RC, Rudzienski L. Substituted amines synergistic with tobramycin against Burkholderia cepacia in vitro. Chemotherapy. 1997 Mar-Apr;43(2):100-7. PubMed PMID: 9084918. 7: Ryals PE, Yang X. Effects of dichloroisoproterenol on macromolecular synthesis and differentiation in Tetrahymena vorax. J Eukaryot Microbiol. 1997 Jan-Feb;44(1):43-5. PubMed PMID: 9172831. 8: Chidiac P, Nouet S, Bouvier M. Agonist-induced modulation of inverse agonist efficacy at the beta 2-adrenergic receptor. Mol Pharmacol. 1996 Sep;50(3):662-9. PubMed PMID: 8794908. 9: Lemmens-Gruber R, Zilberszac A, Heistracher P. Arrhythmogenic effect of beta-adrenoceptor-blocking drugs in Purkinje fibres of guinea-pig hearts. Arch Int Pharmacodyn Ther. 1996 Jan-Feb;331(1):46-58. PubMed PMID: 8896710. 10: Chidiac P, Hebert TE, Valiquette M, Dennis M, Bouvier M. Inverse agonist activity of beta-adrenergic antagonists. Mol Pharmacol. 1994 Mar;45(3):490-9. PubMed PMID: 7908406. 11: Amano I, Ishikawa Y, Ishida H. Dephosphorylation of nuclear non-histone proteins in submandibular glands of rats treated with isoproterenol. Res Exp Med (Berl). 1994;194(3):185-96. PubMed PMID: 7522336. 12: Cree A, Guillette LJ Jr. Effect of beta-adrenergic stimulation on uterine contraction in response to arginine vasotocin and prostaglandin F2 alpha in the gecko Hoplodactylus maculatus. Biol Reprod. 1991 Mar;44(3):499-510. PubMed PMID: 1673067. 13: Morimoto C, Tsujita T, Okuda H. Propranolol-sensitive and phenoxybenzamine-insensitive binding of norepinephrine to endogenous lipid droplets from rat adipocytes. Biochem Med Metab Biol. 1990 Oct;44(2):126-34. PubMed PMID: 2252613. 14: Jasper JR, Michel MC, Insel PA. Molecular mechanism of beta-adrenergic receptor blockers with intrinsic sympathomimetic activity. FASEB J. 1988 Oct;2(13):2891-4. PubMed PMID: 2901994. 15: Kouassi E, Revillard JP. Contribution of beta-adrenoceptors to the dopamine-induced elevation of cyclic 3',5'-adenosine monophosphate levels in mouse lymphocytes. Eur J Pharmacol. 1987 Nov 24;144(1):97-100. PubMed PMID: 2893737. 16: Hidoh O, Fukami J. Presynaptic modulation by octopamine at a single neuromuscular junction in the mealworm (Tenebrio molitor). J Neurobiol. 1987 May;18(3):315-26. PubMed PMID: 2885395. 17: Yoshimura H, Yagasaki O, Yanagiya I. Role of adrenergic alpha-receptors in regulation of acetylcholine release evoked by distension of guinea pig ileum. Dig Dis Sci. 1986 Nov;31(11):1249-53. PubMed PMID: 3021406. 18: Kaiser C, Oh HJ, Garcia-Slanga BJ, Sulpizio AC, Hieble JP, Wawro JE, Kruse LI. 6,7-Dichloro-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline . A structurally novel beta-adrenergic receptor blocking agent. J Med Chem. 1986 Nov;29(11):2381-4. PubMed PMID: 2878080. 19: Ness JC, Morse DE. Regulation of galactokinase gene expression in Tetrahymena thermophila. I. Intracellular catecholamine control of galactokinase expression. J Biol Chem. 1985 Aug 25;260(18):10001-12. PubMed PMID: 2410418. 20: Summers CH, Austin HB, Jones RE. Induction of oviposition in cycling Anolis carolinensis requires a beta-adrenoreceptor blocker and a high dosage of arginine vasotocin. Gen Comp Endocrinol. 1985 Mar;57(3):389-92. PubMed PMID: 2859231.