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C102

Sigma-Aldrich

8-Cyclopentyl-1,3-dimethylxanthine

≥98% (HPLC), powder

Synonym(s):

8-Cyclopentyltheophylline, CPT

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About This Item

Empirical Formula (Hill Notation):
C12H16N4O2
CAS Number:
35873-49-5
Molecular Weight:
248.28
MDL number:
MFCD00055116
UNSPSC Code:
12352200
PubChem Substance ID:
24277730
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

H2O: slightly soluble <0.28 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.77 mg/mL
DMSO: ~16 mg/mL at 60 °C
0.1 M NaOH: soluble

SMILES string

CN1C(=O)N(C)c2nc([nH]c2C1=O)C3CCCC3

InChI

1S/C12H16N4O2/c1-15-10-8(11(17)16(2)12(15)18)13-9(14-10)7-5-3-4-6-7/h7H,3-6H2,1-2H3,(H,13,14)

InChI key

SCVHFRLUNIOSGI-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134)

Biochem/physiol Actions

Selective A1 adenosine receptor antagonist.

Features and Benefits

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Elizabeth Shephard et al.
Cortex; a journal devoted to the study of the nervous system and behavior, 117, 96-110 (2019-04-08)
Autism spectrum disorder (ASD) and attention-deficit/hyperactivity disorder (ADHD) are common and impairing neurodevelopmental disorders that frequently co-occur. The neurobiological mechanisms involved in ASD and ADHD are not fully understood. However, alterations in large-scale neural networks have been proposed as core
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Small interfering RNAs (siRNAs) defend the organism against harmful transcripts from exogenous (e.g. viral) or endogenous (e.g. transposons) sources. Recent publications describe the production of siRNAs induced by DNA double-strand breaks (DSB) in Neurospora crassa, Arabidopsis thaliana, Drosophila melanogaster and
Huihui Chen et al.
Nature communications, 9(1), 3209-3209 (2018-08-12)
Glaucoma is the most prevalent neurodegenerative disease and a leading cause of blindness worldwide. The mechanisms causing glaucomatous neurodegeneration are not fully understood. Here we show, using mice deficient in T and/or B cells and adoptive cell transfer, that transient
Harald Schuhwerk et al.
Nucleic acids research, 45(19), 11174-11192 (2017-10-05)
One of the fastest cellular responses to genotoxic stress is the formation of poly(ADP-ribose) polymers (PAR) by poly(ADP-ribose)polymerase 1 (PARP1, or ARTD1). PARP1 and its enzymatic product PAR regulate diverse biological processes, such as DNA repair, chromatin remodeling, transcription and
Gudrun Meinhardt et al.
Scientific reports, 6, 28127-28127 (2016-06-18)
The maternal uterine environment is likely critical for human placental morphogenesis and development of its different trophoblast subtypes. However, factors controlling growth and differentiation of these cells during early gestation remain poorly elucidated. Herein, we provide evidence that the ligand
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