Mabuterol free base | CAS#56341-08-3 | 54240-36-7 | β2 adrenoreceptor agonist.

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

MedKoo CAT#: 329850

CAS#: 56341-08-3 (free base)

Description: Mabuterol is a selective β2 adrenoreceptor agonist. Mabuterol has a specific effect on beta 2-adrenoceptors with no beta 1-stimulation. Mabuterol inhibited the positive inotropic effect of isoprenaline at 10(-7) g/ml and decreased the maximum driving frequency at 3 X 10(-6) g/ml. Mabuterol was 3 times more potent in relaxing the isolated rat uterus, but 700 times less potent than isoprenaline in relaxing the rabbit jejunum. Mabuterol (p.o.) depressed the intestinal propulsion and was equipotent to isoprenaline and 2.5 times less potent than salbutamol.

Chemical Structure

Mabuterol free base

CAS# 56341-08-3 (free base)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 329850
Name: Mabuterol free base
CAS#: 56341-08-3 (free base)
Chemical Formula: C13H18ClF3N2O
Exact Mass: 310.11
Molecular Weight: 310.745
Elemental Analysis: C, 50.25; H, 5.84; Cl, 11.41; F, 18.34; N, 9.02; O, 5.15

Price and Availability

Size	Price	Availability
5mg	USD 325	2 weeks
10mg	USD 595	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 56341-08-3 (free base) 54240-36-7 (HCl)

Synonym: Mabuterol; PB 868Cl;

IUPAC/Chemical Name: 4-Amino-alpha-((tert-butylamino)methyl)-3-chloro-5-(trifluoromethyl)benzyl alcohol

InChi Key: JSJCTEKTBOKRST-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H18ClF3N2O/c1-12(2,3)19-6-10(20)7-4-8(13(15,16)17)11(18)9(14)5-7/h4-5,10,19-20H,6,18H2,1-3H3

SMILES Code: FC(C1=C(N)C(Cl)=CC(C(O)CNC(C)(C)C)=C1)(F)F

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: >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

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Product Data:

Product Data

Instruction:

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Biological target:	Mabuterol is a selective β2 adrenoreceptor agonist.
In vitro activity:	The inhibitory effect of Mab on S phase of ASM cell cycle induced by PDGF-BB was analyzed by flow cytometry (FCM). Fluo-3/AM, Ca2+ fluorescent probe, was used to detect Ca2+ fluorescence intensity by inverted microscope and flow cytometry. The results from inverted microscope and flow cytometry showed that Mab inhibited [Ca2+]i in rat ASMCs induced by PDGF-BB. Cell cycle concept map illustrated that Mab significantly controlled the S phase of ASM cell cycle induced by PDGF-BB. Reference: Chem Biol Interact. 2019 Jul 1;307:63-72. https://pubmed.ncbi.nlm.nih.gov/31009640/
In vivo activity:	This study studied the effect of mabuterol on the tracheal mucociliary clearance of magnetized iron particles in anesthetized dogs. Mabuterol (10 micrograms/kg) increased clearance as much as isoproterenol (10 micrograms/kg) 30 min after intravenous injection relative to control measurement (p less than 0.01). These results suggest that mabuterol is useful to promote clearance. Reference: Respiration. 1991;58(1):33-6. https://pubmed.ncbi.nlm.nih.gov/1677208/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	30.0	96.54
	DMSO	30.0	96.54
	Ethanol	30.0	96.54

Preparing Stock Solutions

The following data is based on the product molecular weight 310.75 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

Formulation protocol:	1. Gu Y, Yu X, Li X, Wang X, Gao X, Wang M, Wang S, Li X, Zhang Y. Inhibitory effect of mabuterol on proliferation of rat ASMCs induced by PDGF-BB via regulating [Ca2+]i and mitochondrial fission/fusion. Chem Biol Interact. 2019 Jul 1;307:63-72. doi: 10.1016/j.cbi.2019.04.023. Epub 2019 Apr 19. PMID: 31009640. 2. Song X, Zhao C, Dai C, Ren Y, An N, Wen H, Pan LI, Cheng M, Zhang Y. Suppression of the increasing level of acetylcholine-stimulated intracellular Ca2+ in guinea pig airway smooth muscle cells by mabuterol. Biomed Rep. 2015 Nov;3(6):778-786. doi: 10.3892/br.2015.502. Epub 2015 Aug 4. PMID: 26623015; PMCID: PMC4660599. 3. Nakamura M, Yamaya M, Fukushima T, Sekizawa K, Sasaki H, Takishima T. Effect of mabuterol on tracheal mucociliary clearance of magnetized iron particles in anesthetized dogs. Respiration. 1991;58(1):33-6. doi: 10.1159/000195893. PMID: 1677208. 4. Akahane K, Furukawa Y, Ogiwara Y, Haniuda M, Chiba S. Beta-adrenoceptor blocking effects of a selective beta 2-agonist, mabuterol, on the isolated, blood-perfused right atrium of the dog. Br J Pharmacol. 1989 Jul;97(3):709-16. doi: 10.1111/j.1476-5381.1989.tb12007.x. PMID: 2474351; PMCID: PMC1854580.
In vitro protocol:	1. Gu Y, Yu X, Li X, Wang X, Gao X, Wang M, Wang S, Li X, Zhang Y. Inhibitory effect of mabuterol on proliferation of rat ASMCs induced by PDGF-BB via regulating [Ca2+]i and mitochondrial fission/fusion. Chem Biol Interact. 2019 Jul 1;307:63-72. doi: 10.1016/j.cbi.2019.04.023. Epub 2019 Apr 19. PMID: 31009640. 2. Song X, Zhao C, Dai C, Ren Y, An N, Wen H, Pan LI, Cheng M, Zhang Y. Suppression of the increasing level of acetylcholine-stimulated intracellular Ca2+ in guinea pig airway smooth muscle cells by mabuterol. Biomed Rep. 2015 Nov;3(6):778-786. doi: 10.3892/br.2015.502. Epub 2015 Aug 4. PMID: 26623015; PMCID: PMC4660599.
In vivo protocol:	1. Nakamura M, Yamaya M, Fukushima T, Sekizawa K, Sasaki H, Takishima T. Effect of mabuterol on tracheal mucociliary clearance of magnetized iron particles in anesthetized dogs. Respiration. 1991;58(1):33-6. doi: 10.1159/000195893. PMID: 1677208. 2. Akahane K, Furukawa Y, Ogiwara Y, Haniuda M, Chiba S. Beta-adrenoceptor blocking effects of a selective beta 2-agonist, mabuterol, on the isolated, blood-perfused right atrium of the dog. Br J Pharmacol. 1989 Jul;97(3):709-16. doi: 10.1111/j.1476-5381.1989.tb12007.x. PMID: 2474351; PMCID: PMC1854580.

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1: Song X, Zhao C, Dai C, Ren Y, An N, Wen H, Pan LI, Cheng M, Zhang Y. Suppression of the increasing level of acetylcholine-stimulated intracellular Ca(2+) in guinea pig airway smooth muscle cells by mabuterol. Biomed Rep. 2015 Nov;3(6):778-786. Epub 2015 Aug 4. PubMed PMID: 26623015; PubMed Central PMCID: PMC4660599.

2: Lu X, Liu P, Chen H, Qin F, Li F. Enantioselective pharmacokinetics of mabuterol in rats studied using sequential achiral and chiral HPLC. Biomed Chromatogr. 2005 Nov;19(9):703-8. PubMed PMID: 16206140.

3: Amemiya K, Asano T, Arika T, Nakamura M, Kudoh M. Special toxicology--physical dependence potential, antigenicity and mutagenicity--of mabuterol. Arzneimittelforschung. 1984;34(11A):1685-6. PubMed PMID: 6152162.

4: Tu Y, Zhong J, Wang H, Pan J, Xu Z, Yang W, Luo Y. Synthesis of stable isotope labeled D(9) -Mabuterol, D(9) -Bambuterol, and D(9) -Cimbuterol. J Labelled Comp Radiopharm. 2016 Nov;59(13):546-551. doi: 10.1002/jlcr.3446. Epub 2016 Oct 13. PubMed PMID: 27739098.

5: Osada E, Sakaya S, Sanai K, Seri K. Pharmacological studies of mabuterol, a new selective beta 2-stimulant. III: Effects on the central nervous system, striated muscle and carbohydrate and lipid metabolism. Arzneimittelforschung. 1984;34(11A):1652-8. PubMed PMID: 6152158.

6: Yamamoto I, Matsuura E, Horiba M, Akima K, Nomura K, Aizawa T. Enzyme immunoassay for mabuterol, a selective beta 2-adrenergic stimulant in the trachea. J Immunoassay. 1985;6(3):261-76. PubMed PMID: 3900139.

7: Miyata T, Kai H, Furusawa K, Nakamura H, Saito M, Okano Y, Takahama K. Secretomotor and mucolytic effects of mabuterol, a novel bronchodilator. Arch Int Pharmacodyn Ther. 1987 Jul;288(1):147-60. PubMed PMID: 2889431.

8: Murai T, Maejima T, Sanai K, Osada E. Pharmacological studies of mabuterol, a new selective beta 2-stimulant. I: Bronchodilating effect. Arzneimittelforschung. 1984;34(11A):1633-40. PubMed PMID: 6152156.

9: Guentert TW, Buskin JN, Galeazzi RL. Single dose pharmacokinetics of mabuterol in man. Arzneimittelforschung. 1984;34(11A):1691-6. PubMed PMID: 6152164.

10: Horiba M, Murai T, Nomura K, Yuge T, Sanai K, Osada E. Pharmacokinetic studies of mabuterol, a new selective beta 2-stimulant. II: Urinary metabolites of mabuterol in rats and their pharmacological effects. Arzneimittelforschung. 1984;34(11A):1668-79. PubMed PMID: 6152160.

11: Kawakami Y. First clinical studies on mabuterol. A summarizing report. Arzneimittelforschung. 1984;34(11A):1699-700. PubMed PMID: 6152166.

12: Amemiya K, Kudoh M, Suzuki H, Saga K, Hosaka K. Toxicology of mabuterol. Arzneimittelforschung. 1984;34(11A):1680-4. PubMed PMID: 6152161.

13: Ishizaki O, Daidohji S, Kimura K, Shibuya K, Horiguchi T, Sekiwa M. Reproduction studies with mabuterol in rats. Arzneimittelforschung. 1984;34(11A):1687-90. PubMed PMID: 6152163.

14: Osada E, Murai T, Ishizaka Y, Sanai K. Pharmacological studies of mabuterol, a new selective beta 2-stimulant. II: Effects on the cardiovascular system and smooth muscle organs. Arzneimittelforschung. 1984;34(11A):1641-51. PubMed PMID: 6152157.

15: Qureshi GA, Eriksson A. Determination of clenbuterol and mabuterol in equine plasma by ion-pair liquid chromatography with electrochemical detection. Chromatographic and electrochemical characteristics. J Chromatogr. 1988 May 27;441(1):197-205. PubMed PMID: 2900250.

16: Akahane K, Furukawa Y, Ogiwara Y, Haniuda M, Chiba S. Beta-adrenoceptor blocking effects of a selective beta 2-agonist, mabuterol, on the isolated, blood-perfused right atrium of the dog. Br J Pharmacol. 1989 Jul;97(3):709-16. PubMed PMID: 2474351; PubMed Central PMCID: PMC1854580.

17: Nakamura M, Yamaya M, Fukushima T, Sekizawa K, Sasaki H, Takishima T. Effect of mabuterol on tracheal mucociliary clearance of magnetized iron particles in anesthetized dogs. Respiration. 1991;58(1):33-6. PubMed PMID: 1677208.

18: Yuge T, Hase T, Takayanagi Y, Kamasuka T, Amemiya K, Horiba M. Pharmacokinetic studies of mabuterol, a new selective beta 2-stimulant. I: Studies on the absorption, distribution and excretion in rats. Arzneimittelforschung. 1984;34(11A):1659-67. PubMed PMID: 6152159.

19: Ulmer WT, Scholz HJ, Baines A. Pilot clinical trial with a new beta 2-sympathomimetic bronchodilator, mabuterol. Arzneimittelforschung. 1984;34(11A):1697-8. PubMed PMID: 6152165.

20: Kim J, Shigetomi S, Tanaka K, Yamada ZO, Hashimoto S, Fukuchi S. [The role of beta 2-adrenoceptor on the pathogenesis of insulin resistance in essential hypertension]. Nihon Naibunpi Gakkai Zasshi. 1994 Jun 20;70(5):521-8. Japanese. PubMed PMID: 7958101.

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Mabuterol free base featured