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T9778

Sigma-Aldrich

Tropicamide

solid

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Synonym(s):
N-Ethyl-2-phenyl-N-(4-pyridylmethyl)hydracrylamide, Ro 1-7683
Empirical Formula (Hill Notation):
C17H20N2O2
CAS Number:
1508-75-4
Molecular Weight:
284.35
EC Number:
216-140-2
MDL number:
MFCD00058580
UNSPSC Code:
12352200
PubChem Substance ID:
24277879
NACRES:
NA.77

form

solid

Quality Level

100

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 4.3 mg/mL
ethanol: 5.6 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

CCN(Cc1ccncc1)C(=O)C(CO)c2ccccc2

InChI

1S/C17H20N2O2/c1-2-19(12-14-8-10-18-11-9-14)17(21)16(13-20)15-6-4-3-5-7-15/h3-11,16,20H,2,12-13H2,1H3

InChI key

BGDKAVGWHJFAGW-UHFFFAOYSA-N

Gene Information

human ... CHRM3(1131) , CHRM4(1132)

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Application

Tropicamide has been used for studying the regulation of fragile X behavior in male mice. 1% tropicamide has also been used for dilating mice pupils.

Biochem/physiol Actions

M4 muscarinic acetylcholine receptor antagonist.

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) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

Tropicamide is soluble in 45% (w/v) aqueous 2-hydroxypropyl-beta-cyclodextrin (4.3 mg/mL) and ethanol (5.6 mg/mL).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

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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Surabi Veeraragavan et al.
Behavioral neuroscience, 125(5), 783-790 (2011-09-29)
Muscarinic acetylcholine receptors (mAChR) are G protein-coupled receptors (M1-M5), grouped together into two functional classes, based on their G protein interaction. Although ubiquitously expressed in the CNS, the M4 protein shows highest expression in the neostriatum, cortex, and hippocampus. Electrophysiological
Raghavan Lavanya et al.
Ophthalmology, 119(3), 474-480 (2011-11-29)
To evaluate the risk of primary acute angle closure (AAC), changes in intraocular pressure (IOP), and associated risk factors after pupil dilation in Asian subjects with narrow angles (primary angle-closure suspects [PACS]). Prospective clinical study. A total of 471 subjects
Shanu Markand et al.
Investigative ophthalmology & visual science, 56(4), 2684-2695 (2015-03-15)
Methylenetetrahydrofolate reductase (Mthfr) is a key enzyme in homocysteine-methionine metabolism. We investigated Mthfr expression in retina and asked whether mild hyperhomocysteinemia, due to Mthfr deficiency, alters retinal neurovascular structure and function. Expression of Mthfr was investigated at the gene and
Kyoungmin Park et al.
The American journal of pathology, 178(2), 688-698 (2011-02-02)
Pigment epithelium-derived factor (PEDF) is a serine proteinase inhibitor with antiangiogenic activities. To investigate whether PEDF overexpression has an impact on ocular neovascularization in vivo, we generated PEDF transgenic (PEDF-Tg) mice that ubiquitously express human PEDF driven by the β-actin
Tin A Tun et al.
Investigative ophthalmology & visual science, 56(5), 3337-3344 (2015-05-30)
To characterize an optical coherence tomography (OCT)-derived parameter, Bruch's membrane opening-minimum rim width (BMO-MRW), and its association with demographic and clinical parameters in normal Chinese subjects. Right eyes of 466 consecutive healthy subjects from a population-based study of Singaporean Chinese
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