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SML0847

Sigma-Aldrich

Benztropine mesylate

≥98% (HPLC)

Synonym(s):

Benzatropine mesylate, Benzotropine mesylate, Benztropine methanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C21H25NO · CH3SO3H
CAS Number:
132-17-2
Molecular Weight:
403.53
EC Number:
205-048-8
MDL number:
MFCD00074784
UNSPSC Code:
12352200
PubChem Substance ID:
329825609
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(c3ccccc3)c4ccccc4

InChI

1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19+,20+;

InChI key

CPFJLLXFNPCTDW-BWSPSPBFSA-N

Gene Information

human ... CHRM1(1128)

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General description

Benztropine mesylate is an anti-histamine and dopamine re-uptake inhibitor.

Application

Benztropine mesylate has been used to study its target identification and mode of action against ebolavirus infection. It has also been used in pharmacological animal studies to evaluate its effect on SLC6A19 (solute carrier family 6 member 19; B0AT1).

Biochem/physiol Actions

Benztropine mesylate is a centrally acting muscarinic acetylcholine receptor antagonist and dopamine transporter (DAT) inhibitor (IC50 = 118 nM). Benztropine mesylate has been used to treat the symptoms of Parkinson′s disease and is currently in clincial trials for chronic back pain.
Benztropine mesylate serves as an inhibitor of breast cancer stem cells (BCSCs) in vitro and in vivo. It can help in improving the efficacy of chemotherapy in vitro. It is considered as an anti-cancer stem cell (CSC) drug, which can modify tumorigenic properties.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) and Biogenic Amine Transporters pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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New use of an old drug: inhibition of breast cancer stem cells by benztropine mesylate
Cui J, et al.
Oncotarget, 8(1), 1007-1007 (2017)
Target identification and mode of action of four chemically divergent drugs against ebolavirus infection
Ren J, et al.
Journal of medicinal chemistry, 61(3), 724-733 (2018)
Development of Biomarkers for Inhibition of SLC6A19 (B0AT1)?A Potential Target to Treat Metabolic Disorders
Javed K, et al.
Clinical Therapeutics, 19(11), 3597-3597 (2018)
Björn Neumann et al.
Cell stem cell, 25(4), 473-485 (2019-10-05)
The age-related failure to produce oligodendrocytes from oligodendrocyte progenitor cells (OPCs) is associated with irreversible neurodegeneration in multiple sclerosis (MS). Consequently, regenerative approaches have significant potential for treating chronic demyelinating diseases. Here, we show that the differentiation potential of adult
Lisa M Johansen et al.
Science translational medicine, 7(290), 290ra89-290ra89 (2015-06-05)
Currently, no approved therapeutics exist to treat or prevent infections induced by Ebola viruses, and recent events have demonstrated an urgent need for rapid discovery of new treatments. Repurposing approved drugs for emerging infections remains a critical resource for potential

Articles

Biogenic Amine Transporters

These distinct transporters, NET, DAT and SERT, respectively, are of particular clinical interest because they are the molecular targets for many antidepressants as well as drugs of abuse, such as cocaine and the amphetamines.

Acetylcholine Receptors (Muscarinic)

Muscarinic acetylcholine receptors are G protein-coupled receptors (GPCRs) and mediate acetylcholine actions in the CNS and non-nervous tissues. Learn more about acetylcholine receptors and their role in cell signaling.

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