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MedKoo Cat#: 592578 | Name: Methoxamine

Description:

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

Methoxamine is an alpha-1 adrenergic agonist that causes prolonged peripheral VASOCONSTRICTION.

Chemical Structure

Methoxamine
Methoxamine
CAS#390-28-3

Theoretical Analysis

MedKoo Cat#: 592578

Name: Methoxamine

CAS#: 390-28-3

Chemical Formula: C11H17NO3

Exact Mass: 211.1208

Molecular Weight: 211.26

Elemental Analysis: C, 62.54; H, 8.11; N, 6.63; O, 22.72

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 #
No Data
Synonym
Methoxamine; Pseudomethoxamine
IUPAC/Chemical Name
Benzenemethanol, alpha-(1-aminoethyl)-2,5-dimethoxy-
InChi Key
WJAJPNHVVFWKKL-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3
SMILES Code
OC(C(N)C)C1=CC(OC)=CC=C1OC
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 211.26 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: Sun D, Wu Y, Yang L, Han J, Liu R, Wang L. Effects of continuous intravenous infusion of methoxamine on the intraoperative hemodynamics of elderly patients undergoing total hip arthroplasty. Med Sci Monit. 2014 Oct 18;20:1969-76. doi: 10.12659/MSM.890760. PubMed PMID: 25326008; PubMed Central PMCID: PMC4211421. 2: Bell D, Duffin A, Gruss HJ, Pediconi C, Jacobs A. A randomised, controlled, crossover study to investigate the pharmacodynamics, pharmacokinetics and safety of 1R,2S-methoxamine hydrochloride (NRL001) in healthy elderly subjects. Colorectal Dis. 2014 Mar;16 Suppl 1:27-35. doi: 10.1111/codi.12543. PubMed PMID: 24499494. 3: Simpson JA, Bush D, Gruss HJ, Jacobs A, Pediconi C, Scholefield JH. A randomised, controlled, crossover study to investigate the safety and response of 1R,2S-methoxamine hydrochloride (NRL001) on anal function in healthy volunteers. Colorectal Dis. 2014 Mar;16 Suppl 1:5-15. doi: 10.1111/codi.12541. PubMed PMID: 24499492. 4: Ulu ST. Determination of methoxamine in human plasma and urine by a validated HPLC-fluorescence detection method. J AOAC Int. 2013 Sep-Oct;96(5):987-90. PubMed PMID: 24282936. 5: Herath CB, Mak K, Burrell LM, Angus PW. Angiotensin-(1-7) reduces the perfusion pressure response to angiotensin II and methoxamine via an endothelial nitric oxide-mediated pathway in cirrhotic rat liver. Am J Physiol Gastrointest Liver Physiol. 2013 Jan 1;304(1):G99-108. doi: 10.1152/ajpgi.00163.2012. Epub 2012 Oct 18. PubMed PMID: 23086915. 6: Acosta-Cota SJ, Sánchez-López A, Molina-Muñoz T, Gómez-Viquez NL, Centurión D. Evidence that chronic administration of 17β-oestradiol decreases the vasopressor responses to adrenergic system stimulation in streptozotocin-diabetic female rats. Steroids. 2014 May;83:1-9. doi: 10.1016/j.steroids.2014.01.011. Epub 2014 Feb 7. PubMed PMID: 24513052. 7: Bell D, Duffin A, Jacobs A, Pediconi C, Gruss HJ. A double-blind, placebo-controlled, randomised, parallel-group, dose-escalating, repeat dose study in healthy volunteers to evaluate the safety, tolerability, pharmacodynamic effects and pharmacokinetics of the once daily rectal application of NRL001 suppositories for 14 days. Colorectal Dis. 2014 Mar;16 Suppl 1:36-50. doi: 10.1111/codi.12544. PubMed PMID: 24499495. 8: Abdelmawla AH, Langley RW, Szabadi E, Bradshaw CM. Comparison of the effects of desipramine on noradrenaline- and methoxamine-evoked venoconstriction in man. Br J Clin Pharmacol. 1995 Nov;40(5):445-51. PubMed PMID: 8703648; PubMed Central PMCID: PMC1365190. 9: Cabanes L, Costes F, Weber S, Regnard J, Benvenuti C, Castaigne A, Guerin F, Lockhart A. Improvement in exercise performance by inhalation of methoxamine in patients with impaired left ventricular function. N Engl J Med. 1992 Jun 18;326(25):1661-5. PubMed PMID: 1588979. 10: Bell D, Pediconi C, Jacobs A. Randomised clinical trial: study of escalating doses of NRL001 given in rectal suppositories of different weights. Colorectal Dis. 2014 Mar;16 Suppl 1:16-26. doi: 10.1111/codi.12542. PubMed PMID: 24499493. 11: Bitsios P, Langley RW, Szabadi E, Bradshaw CM. Comparison of the effects of clonidine on tyramine- and methoxamine-evoked mydriasis in man. Br J Clin Pharmacol. 1996 Apr;41(4):269-75. PubMed PMID: 8730971; PubMed Central PMCID: PMC2042588. 12: Vetrivelan R, Mallick HN, Kumar VM. Changes in body temperature and sleep-wakefulness after intrapreoptic injection of methoxamine in rats. Neural Plast. 2003;10(4):267-78. PubMed PMID: 15152981; PubMed Central PMCID: PMC2565433. 13: Siproudhis L, Jones D, Shing RN, Walker D, Scholefield JH; Libertas Study Consortium. Libertas: rationale and study design of a multicentre, Phase II, double-blind, randomised, placebo-controlled investigation to evaluate the efficacy, safety and tolerability of locally applied NRL001 in patients with faecal incontinence. Colorectal Dis. 2014 Mar;16 Suppl 1:59-66. doi: 10.1111/codi.12546. PubMed PMID: 24499497. 14: Lee RH, Heckman CJ. Enhancement of bistability in spinal motoneurons in vivo by the noradrenergic alpha1 agonist methoxamine. J Neurophysiol. 1999 May;81(5):2164-74. PubMed PMID: 10322057. 15: Clark JT, Kalra SP, Kalra PS. Effects of a selective alpha 1-adrenoceptor agonist, methoxamine, on sexual behavior and penile reflexes. Physiol Behav. 1987;40(6):747-53. PubMed PMID: 3671546. 16: Abdelmawla AH, Langley RW, Szabadi E, Bradshaw CM. The opposite effects of amitriptyline on noradrenaline- and methoxamine-evoked venoconstriction in man. Naunyn Schmiedebergs Arch Pharmacol. 1996 Jun;354(1):25-9. PubMed PMID: 8832584. 17: Brown CG, Katz SE, Werman HA, Luu T, Davis EA, Hamlin RL. The effect of epinephrine versus methoxamine on regional myocardial blood flow and defibrillation rates following a prolonged cardiorespiratory arrest in a swine model. Am J Emerg Med. 1987 Sep;5(5):362-9. PubMed PMID: 3620033. 18: Lelkes Z, Porkka-Heiskanen T, Stenberg D. Cholinergic basal forebrain structures are involved in the mediation of the arousal effect of noradrenaline. J Sleep Res. 2013 Dec;22(6):721-6. doi: 10.1111/jsr.12061. Epub 2013 May 24. PubMed PMID: 23701447. 19: Lee FY, Albillos A, Colombato LA, Groszmann RJ. The role of nitric oxide in the vascular hyporesponsiveness to methoxamine in portal hypertensive rats. Hepatology. 1992 Oct;16(4):1043-8. PubMed PMID: 1398484. 20: Patrick WD, Freedman J, McEwen T, Light RB, Ludwig L, Roberts D. A randomized, double-blind comparison of methoxamine and epinephrine in human cardiopulmonary arrest. Am J Respir Crit Care Med. 1995 Aug;152(2):519-23. PubMed PMID: 7633701.

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