A7232

AP-18

Name: AP-18
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₂ClNO

CAS Number:

55224-94-7

Molecular Weight:

209.67

NACRES:

NA.77

PubChem Substance ID:

329770922

UNSPSC Code:

12352200

MDL number:

MFCD00102250

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Key Documents

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Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

CC(=C/c1ccc(Cl)cc1)\C(C)=N\O

InChI

1S/C11H12ClNO/c1-8(9(2)13-14)7-10-3-5-11(12)6-4-10/h3-7,14H,1-2H3/b8-7+,13-9+

InChI key

MHTJEUOFLVQMCL-NJHPPEEMSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

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This Item	SML0345	SML1782	O3139
Sigma-Aldrich A7232 AP-18	Sigma-Aldrich SML0345 A 887826	Sigma-Aldrich SML1782 CATPB	Sigma-Aldrich O3139 Oxamflatin
form solid	form powder	form powder	form solid
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility DMSO: >10 mg/mL	solubility DMSO: ≥5 mg/mL	solubility DMSO: 10 mg/mL, clear	solubility DMSO: soluble 13 mg/mL
color white to off-white	color white to beige	color white to beige	color -

Application

AP-18 is a selective TRPA1 channel blocker. AP-18 blocks the transient receptor potential ankyrin 1 receptors and can reduce chronic pain associated with arthritis. AP-18 reduces cinnamaldehyde-induced nociception in vivo and blocks cold- and mustard oil-induced activation of mouse TRPA1 but not capsaicin-induced activation. AP-18 reverses CFA-induced mechanical hyperalgesia in mice

Biochem/physiol Actions

AP-18 is a selective TRPA1 channel blocker.

AP-18 is a selective TRPA1 channel blocker. Transient receptor potential A1 (TRPA1) plays a central role for chemical sensing in the pain pathway. AP-18 is a novel TRPA1 channel blocker. It reduces cinnamaldehyde-induced nociception in vivo and blocks cold- and mustard oil-induced activation of mouse TRPA1 but not capsaicin-induced activation demonstrating selectivity vs. TRPV11. AP-18 reverses CFA-induced mechanical hyperalgesia in mice.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Torulaspora indica a novel yeast species isolated from coal mine soils.

Puja Saluja et al.

Antonie van Leeuwenhoek, 101(4), 733-742 (2011-12-28)

Four yeast strains (APSS 805, APSS 806, APSS 815 and AP-18) belonging to a novel Torulaspora species were isolated from coal mine soils of Singareni in Andhra Pradesh state, India. Another strain (PBA-22) was isolated from agricultural field soil from

Characterization of a novel murine preadipocyte line, AP-18, isolated from subcutaneous tissue: analysis of adipocyte-related gene expressions.

Chen Chen et al.

Cell biology international, 34(3), 293-299 (2009-12-02)

Adipocyte lines are a useful tool for adipocyte research. Recently, a new preadipocyte line designated AP-18 was established from subcutaneous tissue of the C3H/He mouse. In this study, we further characterized AP-18 cells. Adipocyte differentiation was assessed by accumulation of

Transient Receptor Potential Ankyrin 1 Mediates Hypoxic Responses in Mice.

Sichong Chen et al.

Frontiers in physiology, 11, 576209-576209 (2020-11-17)

Transient receptor potential ankyrin 1 (TRPA1) is a non-selective cation channel that is broadly expressed in sensory pathways, such as the trigeminal and vagus nerves. It is capable of detecting various irritants in inspired gasses and is activated during hypoxia.

A distinct role for transient receptor potential ankyrin 1, in addition to transient receptor potential vanilloid 1, in tumor necrosis factor α-induced inflammatory hyperalgesia and Freund's complete adjuvant-induced monarthritis.

Elizabeth S Fernandes et al.

Arthritis and rheumatism, 63(3), 819-829 (2011-03-02)

To investigate the involvement of transient receptor potential ankyrin 1 (TRPA1) in inflammatory hyperalgesia mediated by tumor necrosis factor α(TNFα) and joint inflammation. Mechanical hyperalgesia was assessed in CD1 mice, mice lacking functional TRP vanilloid 1 (TRPV1-/-) or TRPA1 (TRPA1-/-)

Hydrogen Peroxide Induces Muscle Nociception via Transient Receptor Potential Ankyrin 1 Receptors.

Daisuke Sugiyama et al.

Anesthesiology, 127(4), 695-708 (2017-06-24)

H2O2 has a variety of actions in skin wounds but has been rarely studied in deep muscle tissue. Based on response to the transient receptor potential ankyrin 1 antagonists after plantar incision, we hypothesized that H2O2 exerts nociceptive effects via

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Global Trade Item Number

SKU	GTIN
A7232-5MG	04061832960159
A7232-25MG	04061832960142

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