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MedKoo Cat#: 463935 | Name: Methylatropine nitrate
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Description:

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

Methylatropine is an antagonist of muscarinic acetylcholine receptors (IC50 = <0.1 nM in a radioligand binding assay using isolated porcine brain membranes) and a derivative of atropine. It reduces acetylcholine-induced decreases in blood pressure in rats when administered intravenously with an ED50 value of 5.5 µg/kg. Methylatropine reduces salivation, induces mydriasis, and increases heart rate in dogs.

Chemical Structure

Methylatropine nitrate
Methylatropine nitrate
CAS#52-88-0 (nitrate)

Theoretical Analysis

MedKoo Cat#: 463935

Name: Methylatropine nitrate

CAS#: 52-88-0 (nitrate)

Chemical Formula: C18H26N2O6

Exact Mass: 366.1791

Molecular Weight: 366.41

Elemental Analysis: C, 59.00; H, 7.15; N, 7.65; O, 26.20

Price and Availability

Size Price Availability Quantity
5mg USD 265.00 2 Weeks
25mg USD 685.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
2870-71-5 (bromide) 52-88-0 (nitrate)
Synonym
Methylatropine nitrate; Methylatropine-nitrate; Ekomine; Metanite; Atropine methyl nitrate;
IUPAC/Chemical Name
(1R,3r,5S)-3-((3-hydroxy-2-phenylpropanoyl)oxy)-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium nitrate
InChi Key
NEDVJZNVOSNSHF-KUMOIWDRSA-N
InChi Code
InChI=1S/C18H26NO3.NO3/c1-19(2)14-8-9-15(19)11-16(10-14)22-18(21)17(12-20)13-6-4-3-5-7-13;2-1(3)4/h3-7,14-17,20H,8-12H2,1-2H3;/q+1;-1/t14-,15+,16+,17?;
SMILES Code
C[N+]1([C@@H]2CC[C@H]1C[C@@H](OC(C(c3ccccc3)CO)=O)C2)C.[O-][N+]([O-])=O
Appearance
Solid powder
Purity
>95% (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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Methylatropine is an antagonist of muscarinic acetylcholine receptors (IC50 = <0.1 nM in a radioligand binding assay using isolated porcine brain membranes) and a derivative of atropine.
In vitro activity:
The gene and the protein expression level results show that atropine is an effective molecule in reducing epithelial-mesenchymal transition (EMT) and colony formation induced by TGF-B or carboplatin in both the mesenchymal-like cell line MDA-MB-231 and the epithelial-like cell line T47D. Reference: Int J Mol Sci. 2022 Aug 30;23(17):9849. https://pubmed.ncbi.nlm.nih.gov/36077256/
In vivo activity:
When rats were injected with methylatropine i.c.v., the plasma glucose concentration increased, the insulin response reduced, and glucagon-like peptide-1 (7-36) amide (tGLP-1) was unchanged following an oral glucose load, compared with the controls. A transient increase in plasma insulin after selective hepatic vagotomy was inhibited by i.c.v. injection of methylatropine. Reference: J Auton Nerv Syst. 1996 Feb 5;57(1-2):43-8. https://pubmed.ncbi.nlm.nih.gov/8867084/
Solvent mg/mL mM comments
Solubility
DMF 30.0 81.87
DMSO 30.0 81.87
Ethanol 30.0 81.87
PBS (pH 7.2) 10.0 27.29
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 366.41 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:
1. Ahmed EA, Alkuwayti MA, Ibrahim HM. Atropine Is a Suppressor of Epithelial-Mesenchymal Transition (EMT) That Reduces Stemness in Drug-Resistant Breast Cancer Cells. Int J Mol Sci. 2022 Aug 30;23(17):9849. doi: 10.3390/ijms23179849. PMID: 36077256; PMCID: PMC9456281. 2. Cristaldi M, Olivieri M, Pezzino S, Spampinato G, Lupo G, Anfuso CD, Rusciano D. Atropine Differentially Modulates ECM Production by Ocular Fibroblasts, and Its Ocular Surface Toxicity Is Blunted by Colostrum. Biomedicines. 2020 Apr 5;8(4):78. doi: 10.3390/biomedicines8040078. PMID: 32260532; PMCID: PMC7236597. 3. Ohnuma H, Yamatani K, Igarashi M, Sugiyama K, Manaka H, Tominaga M, Sasaki H. Intracerebroventricular injection of methylatropine suppresses insulin response to oral glucose load in rats. J Auton Nerv Syst. 1996 Feb 5;57(1-2):43-8. doi: 10.1016/0165-1838(95)00101-8. PMID: 8867084. 4. Smith RD, Grzelak ME, Coffin VL. Methylatropine blocks the central effects of cholinergic antagonists. Behav Pharmacol. 1994 Apr;5(2):167-175. doi: 10.1097/00008877-199404000-00008. PMID: 11224265.
In vitro protocol:
1. Ahmed EA, Alkuwayti MA, Ibrahim HM. Atropine Is a Suppressor of Epithelial-Mesenchymal Transition (EMT) That Reduces Stemness in Drug-Resistant Breast Cancer Cells. Int J Mol Sci. 2022 Aug 30;23(17):9849. doi: 10.3390/ijms23179849. PMID: 36077256; PMCID: PMC9456281. 2. Cristaldi M, Olivieri M, Pezzino S, Spampinato G, Lupo G, Anfuso CD, Rusciano D. Atropine Differentially Modulates ECM Production by Ocular Fibroblasts, and Its Ocular Surface Toxicity Is Blunted by Colostrum. Biomedicines. 2020 Apr 5;8(4):78. doi: 10.3390/biomedicines8040078. PMID: 32260532; PMCID: PMC7236597.
In vivo protocol:
1. Ohnuma H, Yamatani K, Igarashi M, Sugiyama K, Manaka H, Tominaga M, Sasaki H. Intracerebroventricular injection of methylatropine suppresses insulin response to oral glucose load in rats. J Auton Nerv Syst. 1996 Feb 5;57(1-2):43-8. doi: 10.1016/0165-1838(95)00101-8. PMID: 8867084. 2. Smith RD, Grzelak ME, Coffin VL. Methylatropine blocks the central effects of cholinergic antagonists. Behav Pharmacol. 1994 Apr;5(2):167-175. doi: 10.1097/00008877-199404000-00008. PMID: 11224265.
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PMID: 23608222. 11: Birder LA, Wolf-Johnston AS, Sun Y, Chai TC. Alteration in TRPV1 and Muscarinic (M3) receptor expression and function in idiopathic overactive bladder urothelial cells. Acta Physiol (Oxf). 2013 Jan;207(1):123-9. doi: 10.1111/j.1748-1716.2012.02462.x. Epub 2012 Jul 12. PMID: 22691178; PMCID: PMC3494763. 12: Tai SK, Ma J, Ossenkopp KP, Leung LS. Activation of immobility-related hippocampal theta by cholinergic septohippocampal neurons during vestibular stimulation. Hippocampus. 2012 Apr;22(4):914-25. doi: 10.1002/hipo.20955. Epub 2011 May 3. PMID: 21542057. 13: Matsukawa K, Nakamoto T, Liang N. Electrical stimulation of the mesencephalic ventral tegmental area evokes skeletal muscle vasodilatation in the cat and rat. J Physiol Sci. 2011 Jul;61(4):293-301. doi: 10.1007/s12576-011-0149-8. Epub 2011 May 4. PMID: 21541811. 14: Jeong KH, Lee KE, Kim SY, Cho KO. Upregulation of Krüppel-like factor 6 in the mouse hippocampus after pilocarpine-induced status epilepticus. 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PMID: 20153986. 18: Fauvelle F, Dorandeu F, Carpentier P, Foquin A, Rabeson H, Graveron-Demilly D, Arvers P, Testylier G. Changes in mouse brain metabolism following a convulsive dose of soman: a proton HRMAS NMR study. Toxicology. 2010 Jan 12;267(1-3):99-111. doi: 10.1016/j.tox.2009.10.026. Epub 2009 Oct 31. PMID: 19883723. 19: Yeh CH, Chiang HS, Chien CT. Hyaluronic acid ameliorates bladder hyperactivity via the inhibition of H2O2-enhanced purinergic and muscarinic signaling in the rat. Neurourol Urodyn. 2010 Jun;29(5):765-70. doi: 10.1002/nau.20830. PMID: 19852063. 20: Shih TM, Skovira JW, McDonough JH. Effects of 4-pyridine aldoxime on nerve agent-inhibited acetylcholinesterase activity in guinea pigs. Arch Toxicol. 2009 Dec;83(12):1083-9. doi: 10.1007/s00204-009-0465-4. Epub 2009 Sep 10. PMID: 19763542.