MedKoo Cat#: 593048 | Name: Methylatropine bromide
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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 bromide
Methylatropine bromide
CAS#2870-71-5 (bromide)

Theoretical Analysis

MedKoo Cat#: 593048

Name: Methylatropine bromide

CAS#: 2870-71-5 (bromide)

Chemical Formula: C18H26BrNO3

Exact Mass: 383.1096

Molecular Weight: 384.31

Elemental Analysis: C, 56.26; H, 6.82; Br, 20.79; N, 3.64; O, 12.49

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
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Synonym
Methylatropine Br; Methylatropine bromide; Atropine methylbromide; NSC 61810; NSC61810; NSC-61810;
IUPAC/Chemical Name
(1R,3s,5S)-3-((3-hydroxy-2-phenylpropanoyl)oxy)-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide
InChi Key
XMLNCADGRIEXPK-VGGMPWLKSA-M
InChi Code
InChI=1S/C18H26NO3.BrH/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;/h3-7,14-17,20H,8-12H2,1-2H3;1H/q+1;/p-1/t14-,15+,16-,17?;
SMILES Code
O=C(O[C@H]1C[C@H]2CC[C@@H](C1)[N+]2(C)C)C(C3=CC=CC=C3)CO.[Br-]
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
>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
Product Data
Biological target:
Atropine methyl bromide, a muscarinic receptor (mAChR) antagonist, is a quaternary ammonium salt of atropine and a mydriatic for dilation of the pupil during ophthalmic examination.
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
Water 10.0 26.02
DMSO 150.0 390.31
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 384.31 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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Cardiovascular Effects of the Essential Oil of Croton argyrophylloides in Normotensive Rats: Role of the Autonomic Nervous System. Evid Based Complement Alternat Med. 2016;2016:4106502. Epub 2016 Nov 13. PubMed PMID: 27956919; PubMed Central PMCID: PMC5124457. 11: Simões MR, Azevedo BF, Fiorim J, Jr Freire DD, Covre EP, Vassallo DV, Dos Santos L. Chronic mercury exposure impairs the sympathovagal control of the rat heart. Clin Exp Pharmacol Physiol. 2016 Nov;43(11):1038-1045. doi: 10.1111/1440-1681.12624. PubMed PMID: 27429172. 12: Klippel BF, Duemke LB, Leal MA, Friques AG, Dantas EM, Dalvi RF, Gava AL, Pereira TM, Andrade TU, Meyrelles SS, Campagnaro BP, Vasquez EC. Effects of Kefir on the Cardiac Autonomic Tones and Baroreflex Sensitivity in Spontaneously Hypertensive Rats. Front Physiol. 2016 Jun 7;7:211. doi: 10.3389/fphys.2016.00211. eCollection 2016. 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