Hexoprenaline free base | CAS#3215-70-1 | beta 2 receptor stimulator

MedKoo Cat#: 592536 | Name: Hexoprenaline free base

Description:

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

Hexoprenaline is a stimulant of adrenergic beta 2 receptors. It is used as a bronchodilator, antiasthmatic agent, and tocolytic agent. Hexoprenaline was also an activator of the BKCa in the presence of Nitrendipine, indicating that the activation of the Ca++ sensitive channel is not an indirect effect of Ca++ currents via L-type Ca++ channels. Hexoprenaline is an effective tocolytic successfully used in premature labor treatment.

Chemical Structure

Hexoprenaline free base

CAS#3215-70-1(free base)

Theoretical Analysis

MedKoo Cat#: 592536

Name: Hexoprenaline free base

CAS#: 3215-70-1(free base)

Chemical Formula: C22H32N2O6

Exact Mass: 420.2260

Molecular Weight: 420.51

Elemental Analysis: 420.5060 Elemental Analysis: C, 62.84; H, 7.67; N, 6.66; O, 22.83

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 #

3215-70-1(free base) 32266-10-7 (sulfate) 4323-43-7 (HCl)

Synonym

Hexoprenaline; Broncholysin; Byk 1512; Ipradol; MeSH ID: D006594; ST 1512; ST-1512; ST1512;

IUPAC/Chemical Name

4-[2-[6-[[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol

InChi Key

OXLZNBCNGJWPRV-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2

SMILES Code

OC1=CC=C(C(O)CNCCCCCCNCC(C2=CC=C(O)C(O)=C2)O)C=C1O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 420.51 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: Kirchhoff E, Schneider V, Pichler G, Reif P, Haas J, Joksch M, Mager C, Schmied C, Schöll W, Pichler-Stachl E, Gold D. Hexoprenaline Compared with Atosiban as Tocolytic Treatment for Preterm Labor. Geburtshilfe Frauenheilkd. 2022 Aug 10;82(8):852-858. doi: 10.1055/a-1823-0176. PMID: 35967742; PMCID: PMC9365465. 2: Afonso Urich JA, Marko V, Boehm K, Lara García RA, Jeremic D, Paudel A. Development and Validation of a Stability-Indicating UPLC Method for the Determination of Hexoprenaline in Injectable Dosage Form Using AQbD Principles. Molecules. 2021 Oct 31;26(21):6597. doi: 10.3390/molecules26216597. PMID: 34771005; PMCID: PMC8587854. 3: Mayer M, Minichmayr A, Klement F, Hroncek K, Wertaschnigg D, Arzt W, Wiesinger-Eidenberger G, Lechner E. Tocolysis with the β-2-sympathomimetic hexoprenaline increases occurrence of infantile haemangioma in preterm infants. Arch Dis Child Fetal Neonatal Ed. 2013 Mar;98(2):F108-11. doi: 10.1136/archdischild-2011-301030. Epub 2012 May 18. PMID: 22611112. 4: El-Nashar RM. Flow injection potentiometric assay of hexoprenaline in its pure state, pharmaceutical preparations, and biological samples. J Autom Methods Manag Chem. 2008;2008:586310. doi: 10.1155/2008/586310. PMID: 18483573; PMCID: PMC2375976. 5: Afschar P, Schöll W, Bader A, Bauer M, Winter R. A prospective randomised trial of atosiban versus hexoprenaline for acute tocolysis and intrauterine resuscitation. BJOG. 2004 Apr;111(4):316-8. doi: 10.1111/j.1471-0528.2004.00095.x. PMID: 15008765. 6: Woytoń J, Zimmer M, Fuchs T. Zastosowanie gynipralu (hexoprenaliny) w hamowaniu czynności skurczowej macicy [The use of Gynipral (hexoprenaline) in suppression of uterus contractions]. Ginekol Pol. 1999 Dec;70(12):896-900. Polish. PMID: 10715912. 7: Frigo P, Eppel W, Frank A, Ulm M, Golaszewski T, Gruber W. Management of supraventricular tachycardia during hexoprenaline therapy for preterm labour: benefit of cardioselective beta blockade? Gynecol Obstet Invest. 1995;39(3):212-4. doi: 10.1159/000292411. PMID: 7789920. 8: Stock A, Chung T, Rogers M, Ming WW. Randomized, double blind, placebo controlled comparison of ritodrine and hexoprenaline for tocolysis prior to external cephalic version at term. Aust N Z J Obstet Gynaecol. 1993 Aug;33(3):265-8. doi: 10.1111/j.1479-828x.1993.tb02082.x. PMID: 8304889. 9: Adelwoehrer NE, Mahnert W. Hexoprenaline activates potassium channels of human myometrial myocytes. Arch Gynecol Obstet. 1993;252(4):179-84. doi: 10.1007/BF02426355. PMID: 8512346. 10: Bremner P, Burgess C, Purdie G, Beasley R, Crane J. The extrapulmonary effects of inhaled hexoprenaline and salbutamol in healthy individuals. Eur J Clin Pharmacol. 1993;45(1):37-9. doi: 10.1007/BF00315347. PMID: 8405027. 11: Spitzer D, Zajc M, Heiss O, Steiner H, Staudach A. Tokolyse mit Hexoprenalin bei vorzeitigem Blasensprung. Effizienz und Behandlungskosten [Tocolysis with hexoprenaline in premature rupture of fetal membranes. Effectiveness and treatment costs]. Gynakol Geburtshilfliche Rundsch. 1993;33 Suppl 1:145-6. German. doi: 10.1159/000272196. PMID: 8118246. 12: Strizhova NV, Hamdan S, Tuminova SN, Komarova EE. Primenenie giniprala (geksoprenalina) pri ugroze prezhdevremennykh rodov, ostroĭ gipoksii ploda i diskoordinatsii rodovoĭ deiatel'nosti [The use of ginipral (hexoprenaline) in threatened premature labor, acute fetal hypoxia and uncoordinated labor activity]. Akush Ginekol (Mosk). 1993;(2):30-2. Russian. PMID: 8048666. 13: Rivier G, Nicole A, Stucki D, Regamey C. Oedème pulmonaire lésionnel associé à une tocolyse par le sulfate d'hexoprénaline [Lesional pulmonary edema associated with tocolysis by hexoprenaline sulfate]. Schweiz Med Wochenschr. 1992 Feb 15;122(7):237-41. French. PMID: 1539126. 14: D'Hooghe TM, Odendaal HJ. Severe fetal tachycardia after administration of hexoprenaline to the mother. A case report. S Afr Med J. 1991 Dec 7;80(11-12):594-5. PMID: 1745952. 15: van Iddekinge B, Gobetz L, Seaward PG, Hofmeyr GJ. Pulmonary oedema after hexoprenaline administration in preterm labour. A report of 4 cases. S Afr Med J. 1991 May 18;79(10):620-2. PMID: 2028358. 16: Lechner W. Introduction of hexoprenaline into the treatment of preterm labor. Am J Obstet Gynecol. 1989 Oct;161(4):1090-1. doi: 10.1016/0002-9378(89)90795-3. PMID: 2801826. 17: Gitsch G, Wolf G. Zur Stimulationsmöglichkeit der Ureteren durch Hexoprenalin nach abdominaler Radikaloperation des Zervixkarzinoms [The possibility of stimulating the ureters with hexoprenaline following radical abdominal surgery of cervix cancer]. Zentralbl Gynakol. 1988;110(16):1030-3. German. PMID: 3188715. 18: Yang PC, Lin MS, Luh KT. A comparison of chronotropic effects of intravenous hexoprenaline and aminophylline. Taiwan Yi Xue Hui Za Zhi. 1987 Oct;86(10):1029-35. PMID: 3437255. 19: Schurz AR, Fritzsche H. Die Plazentadurchströmung bei simultaner beta- Stimulation mit Hexoprenalin und beta 1-Blockade mit Celiprolol [Placental circulation in simultaneous beta-stimulation using hexoprenaline and beta-1 blockade with celiprolol]. Z Geburtshilfe Perinatol. 1987 Jan-Feb;191(1):29-33. German. PMID: 2953116. 20: Lipshitz J, Shaver DC, Anderson GD. Hexoprenaline tocolysis for intrapartum fetal distress and acidosis. J Reprod Med. 1986 Nov;31(11):1023-6. PMID: 3100782.