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AFC

Product Name
AFC
CAS No.
135304-07-3
Chemical Name
AFC
Synonyms
AFC;AFC USP/EP/BP;AC-CYS(FARNESYL)-OH;Ac-L-Cys(Farnesyl)-OH;AC-CYSTEINE(FARNESYL)-OH;N-Acetyl-L-farnesylcysteine;n-acetyl-s-farnesylcysteine;ACETYL-S-FARNESYL-L-CYSTEINE;N-ACETYL-S-FARNESYL-L-CYSTEINE;N-ALPHA-ACETYL-S-FARNESYL-L-CYSTEINE
CBNumber
CB4379892
Molecular Formula
C20H33NO3S
Formula Weight
367.55
MOL File
135304-07-3.mol
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AFC Property

Boiling point:
566.1±50.0 °C(Predicted)
Density 
1.038±0.06 g/cm3(Predicted)
storage temp. 
-15°C
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml)
pka
3.31±0.10(Predicted)
form 
Pale yellow oil.
color 
Yellow
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
LogP
5.860 (est)
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

H336May cause drowsiness or dizziness

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
63270
Product name
N-acetyl-S-farnesyl-L-Cysteine
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
63270
Product name
N-acetyl-S-farnesyl-L-Cysteine
Purity
≥98%
Packaging
5mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
63270
Product name
N-acetyl-S-farnesyl-L-Cysteine
Purity
≥98%
Packaging
10mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
63270
Product name
N-acetyl-S-farnesyl-L-Cysteine
Purity
≥98%
Packaging
25mg
Price
$305
Updated
2024/03/01
TRC
Product number
A765560
Product name
Arazine
Packaging
10mg
Price
$80
Updated
2021/12/16
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AFC Chemical Properties,Usage,Production

Description

N-acetyl-S-farnesyl-L-Cysteine is a synthetic substrate for the isoprenylated protein methyltransferase (also known as S-adenosylmethionine-dependent methyltransferase). Because it is able to serve as a substrate for the methyltransferase, it effectively functions as an inhibitor of methylation of endogenous isoprenylated proteins.

Chemical Properties

Yellow-red oil

Uses

Arazine is an FTS (trans-Farnesylthiosalicylic Acid) compound, which does not inhibit EJ cell growth and does not affect Ras.

Definition

ChEBI: Acetyl-farnesyl-cysteine is a sesquiterpenoid.

in vivo

Arazine (AFC) (2,000?μg/20?μl; applied on ear) produces a dose-dependent inhibition of the TPA-induced edema, with the maximal reduction of edema approaching 73%, with a 50% effective dose (ED50) of 55±12?μg/20?μl[1].

Animal Model:TPA-induced ear acute inflammation in mouse[1]
Dosage:2000?μg/20?μl
Administration:2000?μg/20?μl; Applied on ear
Result:Inhibited ear edema, as measured by ear weight.

References

[1] C VOLKER. Effects of farnesylcysteine analogs on protein carboxyl methylation and signal transduction.[J]. The Journal of Biological Chemistry, 1991, 266 32: 21515-21522.
[2] Y XU. Inhibition of capacitative Ca2+ entry into cells by farnesylcysteine analogs.[J]. Molecular Pharmacology, 1996, 50 6: 1495-1501.
[3] J. ROSADO S S. Farnesylcysteine analogues inhibit store-regulated Ca2+ entry in human platelets: evidence for involvement of small GTP-binding proteins and actin cytoskeleton.[J]. The Ukrainian Biochemical Journal, 2000, 13 1: 183-192. DOI:10.1042/bj3470183
[4] JOEL S. GORDON . Topical N-acetyl-S-farnesyl-L-cysteine Inhibits Mouse Skin Inflammation, and Unlike Dexamethasone, its Effects Are Restricted to the Application Site[J]. Journal of Investigative Dermatology, 2008, 128 3: Pages 643-654. DOI:10.1038/sj.jid.5701061
[5] KATAYUN ADHAMI. N-acetyl-S-farnesyl-l-cysteine suppresses chemokine production by human dermal microvascular endothelial cells[J]. Experimental Dermatology, 2012, 21 9: 700-705. DOI:10.1111/j.1600-0625.2012.01562.x

AFC Preparation Products And Raw materials

Raw materials

Preparation Products

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135304-07-3, AFCRelated Search:


  • AFC
  • AC-CYSTEINE(FARNESYL)-OH
  • AC-CYS(FARNESYL)-OH
  • ACETYL-S-FARNESYL-L-CYSTEINE
  • N-ACETYL-S-(3,7,11-TRIMETHYL-2E,6E,10-DODECATRIENYL)-L-CYSTEINE
  • N-ACETYL-S-FARNESYL-L-CYSTEINE
  • N-ALPHA-ACETYL-S-FARNESYL-L-CYSTEINE
  • n-acetyl-s-farnesylcysteine
  • N-Acetyl-S-farnesyl-L-cysteine (AFC)
  • N-Acetyl-L-farnesylcysteine
  • N-Acetyl-S-trans,trans-farnesyl-L-cysteine
  • Acetyl-S-farnesyl-L-cysteine≥ 99% (TLC)
  • Ac-L-Cys(Farnesyl)-OH
  • N-Acetyl-S-(3,7,11-trimethyl-2ε,6ε,10-dodecatrienyl)-L-cysteine
  • L-Cysteine,N-acetyl-S-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-
  • (R)-2-acetamido-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio) propanoic acid
  • AFC USP/EP/BP
  • L-Cysteine,N-acetyl-S-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-
  • N-Acetyl-S-farnesyl-L-cysteine (AFC), Specific S-farnesylcysteine methyl transferase inhibitor
  • 135304-07-3
  • 163479-47-3
  • C20H33NO3S