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R108

Sigma-Aldrich

Ro 41-0960

solid

Synonym(s):

2′-Fluoro-3,4-dihydroxy-5-nitrobenzophenone

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About This Item

Empirical Formula (Hill Notation):
C13H8FNO5
CAS Number:
125628-97-9
Molecular Weight:
277.20
MDL number:
MFCD00078597
UNSPSC Code:
12352200
PubChem Substance ID:
24278193
NACRES:
NA.77

form

solid

Quality Level

100

storage condition

protect from light

color

yellow

solubility

H2O: slightly soluble <0.7 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.0 mg/mL
ethanol: soluble

storage temp.

2-8°C

SMILES string

Oc1cc(cc(c1O)[N+]([O-])=O)C(=O)c2ccccc2F

InChI

1S/C13H8FNO5/c14-9-4-2-1-3-8(9)12(17)7-5-10(15(19)20)13(18)11(16)6-7/h1-6,16,18H

InChI key

RQPAUNZYTYHKHA-UHFFFAOYSA-N

Gene Information

human ... COMT(1312)

Application

Ro 41-0960 has been used as an inhibitor of catechol-O-methyl-transferase in synaptosome membrane preparations and 3T3-L1 adipocytes. It has also been used as a catechol-O-methyl-transferase inhibitor to treat corpus striatum samples to test its effect on dopamine metabolism.

Biochem/physiol Actions

Ro 41-0960 is a specific and synthetic inhibitor of the enzyme catechol-O-methyl-transferase (COMT). It binds to the catalytic site and triggers the inhibition of the methylation property of COMT. Ro 41-0960 is effective on uterine leiomyoma lesions and uterine fibroids.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Store tightly sealed at 4 °C, protected from exposure to light.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Mu-Fa Zou et al.
Journal of medicinal chemistry, 60(24), 10172-10187 (2017-12-12)
The development of medications to treat cocaine use disorders has thus far defied success, leaving this patient population without pharmacotherapeutic options. As the dopamine transporter (DAT) plays a prominent role in the reinforcing effects of cocaine that can lead to
M Törnwall et al.
Archives internationales de pharmacodynamie et de therapie, 320, 5-20 (1992-11-01)
The effects of three new catechol O-methyltransferase (COMT) inhibitors (nitecapone, entacapone and Ro 41-0960) were assessed on brain neurochemistry and psychomotor tests in levodopa/carbidopa-treated rats and mice. In neurochemical studies in rats, neither nitecapone (3 mg/kg) nor Ro 41-0960 (3
Thijs Beuming et al.
Nature neuroscience, 11(7), 780-789 (2008-06-24)
Cocaine is a widely abused substance with psychostimulant effects that are attributed to inhibition of the dopamine transporter (DAT). We present molecular models for DAT binding of cocaine and cocaine analogs constructed from the high-resolution structure of the bacterial transporter
M Törnwall et al.
Pharmacology & toxicology, 69(1), 64-70 (1991-07-01)
3-Nitropyrocatechols are very potent and selective inhibitors of catechol-O-methyltransferase (COMT). LD50 values of three of these compounds were assessed after intraperitoneal administration with a special emphasis on interactions with drugs increasing catecholaminergic neurotransmission. LD50 values of the inhibitors varied from
A Storch et al.
Molecular pharmacology, 57(3), 589-594 (2000-02-29)
Inhibition of catechol-O-methyltransferase (COMT; EC 2.1.1.6) is a new therapeutic strategy in the treatment of Parkinson's disease. However, nothing is known about the effects of COMT inhibition on levodopa (L-dopa)-induced toxicity in dopamine (DA) neurons. Therefore we evaluated the effects
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