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ICILIN

Product Name
ICILIN
CAS No.
36945-98-9
Chemical Name
ICILIN
Synonyms
ICILIN;AG-3-5;Iciline;CS-1406;Icilin, >=98%;Icidin Ag-3-5;Icilin(AG 3-5);AG 3-5; AG-3-5;Icilin,AG-3-5, >96%;3,6-dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-2(1h)-pyrimidinon
CBNumber
CB1439247
Molecular Formula
C16H13N3O4
Formula Weight
311.29
MOL File
36945-98-9.mol
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ICILIN Property

Boiling point:
594.8±50.0 °C(Predicted)
Density 
1.415±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO: 15 mg/mL, soluble
form 
solid
pka
9.94±0.35(Predicted)
color 
yellow
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UW7397500
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I9532
Product name
Icilin
Purity
≥97% (HPLC), solid
Packaging
10MG
Price
$168
Updated
2023/06/20
Sigma-Aldrich
Product number
I9532
Product name
Icilin
Purity
≥97% (HPLC), solid
Packaging
50MG
Price
$755
Updated
2023/06/20
Alfa Aesar
Product number
J67451
Product name
Icilin, 97%
Packaging
10mg
Price
$131
Updated
2021/12/16
Cayman Chemical
Product number
10137
Product name
Icilin
Purity
≥98%
Packaging
5mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
10137
Product name
Icilin
Purity
≥98%
Packaging
10mg
Price
$84
Updated
2024/03/01
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ICILIN Chemical Properties,Usage,Production

Description

Icilin (36945-98-9) is an activator of cold-sensitive TRP channels with 2.5-fold greater efficacy and 200-fold greater potency than menthol (EC50?= 0.36 μM for CRM1, rat orthologue of TRPM8).1 Activator at TRPM8 (EC50?= 0.2 μM)2?and ANKTM1(TRPA1)3. Activator effects require Ca2+?and are pH dependent.2,4?Icilin induced G1?arrest in PC-3 prostate cancer cells without cell death.5

Uses

Icilin has been used as cooling agent in anterior ventromedial preoptic area (VMPO) neurons.

Definition

ChEBI: 3-(2-hydroxyphenyl)-6-(3-nitrophenyl)-1,4-dihydropyrimidin-2-one is a C-nitro compound.

General Description

Icilin is a synthetic cooling agent and modulates human transient receptor potential cation channel (TRPA1). Icilin inhibits transient receptor potential cation channel subfamily M member 8 (TRPM8) and modulates calcium release. Icilin also suppresses transient receptor potential vanilloid subtype 3 (TRPV3).

Biological Activity

Cooling agent that activates the novel cold receptors TRPM8 (CMR1) and TRPA1 (ANKTM1/TRPN1), members of the TRP ion channel family. Induces currents in CMR1-expressing HEK-293 cells (EC 50 = 0.36 μ M) more potently than menthol or low temperatures. Produces "wet shakes" in vivo .

Biochem/physiol Actions

Icilin is a potent agonist at the CMR1 cold- and menthol-sensitive receptor.

storage

Room temperature

References

1) McKemy?et al. (2002)?Identification of a cold receptor reveals a general role for TRP channels in thermosensation; Nature,?416?52 2) Andersson?et al. (2004)?TRPM8 activation by menthol, icilin and cold is differentially modulated by intracellular pH; J .Neurosci.,?24?5364 3) Story?et al. (2003)?ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures; Cell,?112?819 4) Chuang?et al. (2004)?The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel; Neuron,?43?859 5) Kim?et al. (2011)?Icilin induces G1?arrest through activating JNK and p38 kinase in a TRPM8-independent manner; Biochem. Biophys. Res .Commun.,?406?30

ICILIN Preparation Products And Raw materials

Raw materials

Preparation Products

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ICILIN Suppliers

China 76 Germany 2 India 1 South Korea 1 Switzerland 1 United Kingdom 3 United States 17 Global 101
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View Lastest Price from ICILIN manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Icilin 36945-98-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Icilin 36945-98-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
ICILIN 36945-98-9
Price
US $230.00/G
Min. Order
10KG
Purity
98%
Supply Ability
1kg
Release date
2018-07-23

36945-98-9, ICILINRelated Search:

Niguldipine (hydrochloride) 5-(4-Chlorophenyl)-furan-2-carboxylic acid 3,5<br>-dimethoxyphenylamide 4'-CHLORO-3-METHOXYCINNAMANILIDE Isradipine Salmeterol xinafoate ICILIN

  • ICILIN
  • 3,6-DIHYDRO-1-(2-HYDROXYPHENYL)-4-(3-NITROPHENYL)-2(1H)-PYRIMIDINONE
  • AG-3-5
  • 3,4-DIHYDRO-3-(2-HYDROXYPHENYL)-6-(3-NITROPHENYL)-(1H)-PYRIMIDIN-2-ONE
  • 1-(2-HYDROXYPHENYL)-4-(3-NITROPHENYL)-1,2,3,6-TETRAHYDROPYRIMIDIN-2-ONE
  • 1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidine-2-one
  • 3,6-dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-2(1h)-pyrimidinon
  • Iciline
  • Icilin,AG-3-5, >96%
  • AG-3-5, 1-(2-Hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidin-2-one
  • 1-(2-Hydroxyphenyl)-4-(3-nitrophenyl)-3,6-dihydropyrimidin-2(1H)-one
  • 3-(2-HYDROXYPHENYL)-6-(3-NITROPHENYL)-3,4-DIHYDROPYRIMIDIN-2(1H)-ONE
  • ICILIN 1-(2-Hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidin-2-one
  • Icilin, >=98%
  • Icilin(AG 3-5)
  • 2(1H)-Pyrimidinone,3,6-dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-
  • AG 3-5; AG-3-5
  • CS-1406
  • 3-(2-hydroxyphenyl)-6-(3-nitrophenyl)-1,2,3,4-tetrahydropyrimidin-2-one
  • Icidin Ag-3-5
  • 36945-98-9
  • Vanilloid/TRPV channel
  • Inhibitors