ChemicalBook > CAS DataBase List > FCCP

FCCP

Product Name: FCCP
CAS No.: 370-86-5
Chemical Name: FCCP
Synonyms: FCCP;FCCCP;p-CF3O-CCP;FCCP, 10 mM in DMSO;Carbonyl Cyanide para Trifluoromethoxyphe;4-(TRIFLUOROMETHOXY)PHENYLAZOMALONONITRILE;CARBONOYLCYANID-4-TRIFLUORMETHOXYPHENYL-HYDRAZON;Trifluoromethoxy carbonylcyanide phenylhydrazone;MESOXALONITRILE 4-TRIFLUOROMETHOXYPHENYLHYDRAZONE;Carbonylcyanide-p-trifluoromethoxuphenylhydrazone
CBNumber: CB0252618
Molecular Formula: C10H5F3N4O
Formula Weight: 254.17
MOL File: 370-86-5.mol

Less

FCCP Property

Melting point:: 174-175 °C (dec.)(lit.)
Boiling point:: 293.3±50.0 °C(Predicted)
Density: 1.34±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: acetone: 20 mg/mL, clear, very deep greenish yellow
form: powder
pka: 5.91±0.10(Predicted)
color: yellow
Appearance: bright yellow crystals
BRN: 664446
Stability:: Stable for 2 years from date of purchase as supplied. Protect from exposure to moisture. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
CAS DataBase Reference: 370-86-5

Less

Safety

Hazard Codes: T,Xi
Risk Statements: 25-43
Safety Statements: 36/37-45
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: FG5775000
Hazard Note: Irritant
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 2928009090

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C2920
Product name: Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone
Purity: ≥98% (TLC), powder
Packaging: 10mg
Price: $161
Updated: 2025/07/31

Sigma-Aldrich

Product number: C2920
Product name: Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone
Purity: ≥98% (TLC), powder
Packaging: 50mg
Price: $635
Updated: 2025/07/31

TCI Chemical

Product number: C3463
Product name: Carbonyl Cyanide 4-(Trifluoromethoxy)phenylhydrazone
Purity: >95.0%(GC)
Packaging: 10mg
Price: $125
Updated: 2025/07/31

TCI Chemical

Product number: C3463
Product name: Carbonyl Cyanide 4-(Trifluoromethoxy)phenylhydrazone
Purity: >95.0%(GC)
Packaging: 50mg
Price: $373
Updated: 2025/07/31

Cayman Chemical

Product number: 15218
Product name: FCCP
Purity: ≥98%
Packaging: 10mg
Price: $69
Updated: 2024/03/01

Less

FCCP Chemical Properties,Usage,Production

Description

FCCP (370-86-5) is an extremely potent uncoupler of mitochondrial oxidative phosphorylation (IC50 = 20 nM).1 Induces apoptosis in a variety of cell lines.2 Inhibits wild type and mutant beta-amyloid production in embryonic kidney 293 cells expressing either wild-type or “Swedish” mutant APP.3 An important tool for inhibiting mitochondrial membrane potential.2,4 Cell permeable.

Uses

FCCP is a potent uncoupler of oxidative phosphorylation in mitochondria that disrupts ATP synthesis by transporting protons across cell membranes. At 40 μM, FCCP induces complete depolymerization of microtubules by increasing intracellular pH via the disruption of the mitochondrial H+ gradient and by decreasing the stability of microtubules by impairing the binding of microtubule-associated proteins.[Cayman Chemical]

Definition

ChEBI: A hydrazone that is hydrazonomalononitrile in which one of the hydrazine hydrogens is substituted by a p-trifluoromethoxyphenyl group.

Biological Activity

A very potent uncoupler of oxidative phosphorylation in mitochondria.

Biochem/physiol Actions

FCCP is a protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. It is capable of depolarizing plasma and mitochondrial membranes. FCCP has been shown to have a number of effects on cellular calcium. It also is reported to inhibit a background K+ current and induce a small inward current, reduce pH by 0.1 unit, and induce a rise of intracellular [Na+]. FCCP stimulates Mg2+-ATPase activity, inhibits β-amyloid production, and mimics the effect of selective glutamate agonist N-methyl-D-aspartate (NMDA) on mitochondrial superoxide production.

in vitro

fccp increases the rate of cellular o2 consumption. in pc-3 and du-145 prostate cancer cells, the compound could significantly decrease hypoxic as well as normoxic hif-1 transcriptional activity which was in part mediated by down-regulation of the oxygen labile hif-1α and hif-2α protein levels. during hypoxic as well as normoxic, it decreases the expression of hif target genes, vegf and vegf receptor-2. [2]

in vivo

fccp reduces mitochondrial membrane potential and atp production in 8-cell mouse embryos. also, the number of inner cell mass cells decrease within blastocysts with unchanged blastocyst development. this perturbed embryonic mitochondrial function is concomitant with reduced birth weight in female offspring following embryo transfer, which persists until weaning. although fccp-treated males also exhibits reduced glucose tolerance as female, their insulin sensitivity and adiposity gain between 4 and 14 weeks is unchanged. reducing mitochondrial function and, thus, decreasing atp output in the precompacting embryo can influence offspring phenotype. [3]

storage

Store at RT

References

[1] R BENZ S M. The molecular mechanism of action of the proton ionophore FCCP (carbonylcyanide p-trifluoromethoxyphenylhydrazone).[J]. Biophysical journal, 1983, 41 3: 381-398. DOI:10.1016/s0006-3495(83)84449-x
[2] I GAUTIER. A moderate but not total decrease of mitochondrial membrane potential triggers apoptosis in neuron-like cells.[J]. Neuroreport, 2000, 11 13: 2953-2956. DOI:10.1097/00001756-200009110-00024
[3] BRUCE P. CONNOP. Novel Effects of FCCP [Carbonyl Cyanide p-(Trifluoromethoxy)phenylhydrazone] on Amyloid Precursor Protein Processing[J]. Journal of Neurochemistry, 2001, 72 4: 1457-1465. DOI:10.1046/j.1471-4159.1999.721457.x
[4] T J COLLINS. Inositol 1,4,5-trisphosphate-induced Ca2+ release is inhibited by mitochondrial depolarization.[J]. Biochemical Journal, 2000, 347 Pt 2: 593-600. DOI:10.1042/0264-6021:3470593

FCCP Preparation Products And Raw materials

Raw materials

Preparation Products

Less

FCCP Suppliers

Americas 1 Belgium 1 China 154 Europe 1 Germany 2 India 2 Japan 2 Switzerland 1 United Kingdom 9 United States 24 USA 1 Global 198

amyjetsci

Tel: 027-59626688 18771149750
Email: sales@amyjet.com
Country: China
ProdList: 2917
Advantage: 58

Sinovation Crystaltech (Dalian) New Materials Co., Ltd.

Tel: 13352244054
Email: zhongchuang_dl@126.com
Country: China
ProdList: 22
Advantage: 58

Shanghai Boyle Chemical Co., Ltd.

Tel
Fax: 86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2922
Advantage: 55

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15838
Advantage: 69

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Beijing HwrkChemical Technology Co., Ltd

Tel: 18515581800 18501085097
Fax: 010-89508210
Email: sales.bj@hwrkchemical.com
Country: China
ProdList: 9400
Advantage: 55

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 16075
Advantage: 64

Wuhan Sunrise Technology Development Co., Ltd.

Tel: 27-027-83314682 13554138826
Fax: +86 (27) 8331-4682
Email: whsrtech@vip.163.com
Country: China
ProdList: 246
Advantage: 62

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4747
Advantage: 58

Artis Chemistry (Shanghai) Co. Ltd.

Tel: 86-21-60936353
Fax: 86-21-60936352
Country: China
ProdList: 335
Advantage: 58

Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.

Tel: 025-66113011 17798518460
Fax: (1)02557626880
Email: cfzhang@aikonchem.com
Country: China
ProdList: 19913
Advantage: 55

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

EnliPharma Technology Co., Ltd

Tel: 0551-66399836 18955197623
Email: sales@enlipharma.com
Country: China
ProdList: 1876
Advantage: 55

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7783
Advantage: 58

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3506
Advantage: 58

Shanghai Leto Pharmatech Co.,Ltd.

Tel: 18016401466
Fax: QQ: 1375988926
Email: sales@letopharm.com
Country: China
ProdList: 245
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 39966
Advantage: 60

ShangHai D&B Biological Science and Technology Co.Ltd

Tel: 400-008-9730,021-54359730 400-008-9730
Fax: 021-54353864
Email: info@chemxyz.com
Country: China
ProdList: 3057
Advantage: 60

ChemStrong Scientific Co.,Ltd

Tel: 0755-0755-66853366 13670046396
Fax: 0755-28363542
Email: sales@chem-strong.com
Country: China
ProdList: 18333
Advantage: 56

Mashilabs (Shanghai) Co.,Ltd.

Tel: 19916721580
Fax: QQ：3154870176
Email: mafarm@126.com
Country: China
ProdList: 4542
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15873
Advantage: 55

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51395
Advantage: 80

Chengdu Chuangkecheng Biological Technology Co., Ltd.

Tel: 028-028-0000000 13008177686
Fax: 15928581901
Email: sales@ckcbiotech.com
Country: China
ProdList: 904
Advantage: 55

Zhengzhou Saifun Biotechnology Co., Ltd.

Tel: 022-60688926
Country: China
ProdList: 60
Advantage: 55

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

Changzhou Hopschain Chemical Co.,Ltd.

Tel: 0519-85528066 13775048983
Fax: 0519-85528066
Email: sales@hopschem.com
Country: China
ProdList: 31553
Advantage: 55

Tianjin Kailiqi Biotechnology Co., Ltd.

Tel: 15076683720
Fax: 022-23754520
Email: klq@cw-bio.com
Country: China
ProdList: 8011
Advantage: 55

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8000
Advantage: 62

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 18101056239
Email: 3193328036@qq.com
Country: China
ProdList: 29760
Advantage: 68

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12306
Advantage: 58

Medi-tech Bioscientific Co., Ltd.

Tel: 0519-83246372 13585352506
Fax: 0519-83246372
Country: China
ProdList: 1844
Advantage: 58

Chuzhou KeMail Chemical Technology Co., Ltd

Tel: 0550-5196001 15000891977
Fax: 0550-5196001
Email: wj520wjxby@126.com
Country: China
ProdList: 1944
Advantage: 55

Shanghai Biopharmaleader Co., Ltd.

Tel: +86 18721201413
Fax: +86 (21) 5775-8967
Email: sales@biopharmaleader.com
Country: China
ProdList: 1720
Advantage: 58

Rhawn Reagent

Tel: 400-400-1332688 18019345275
Fax: 400-133-2688
Email: amy@rhawn.cn
Country: China
ProdList: 14948
Advantage: 58

Tianjin heowns Biochemical Technology Co., Ltd.

Tel: 400-6387771-6039 18920764717
Email: sales@heowns.com
Country: China
ProdList: 23771
Advantage: 60

Henan Alfachem Co.,Ltd.

Tel: 0371-55051623 18137891487
Fax: QQ：2853979817
Email: 2853979817@qq.com
Country: China
ProdList: 9988
Advantage: 58

Angel Pharmatech, Ltd.

Tel: 17317130613
Fax: QQ3358272972
Email: 3358272972@qq.com
Country: China
ProdList: 3277
Advantage: 58

Beijing OKA biological technology co., LTD

Tel: 010-62971590 18548936886
Fax: 010-62340519
Email: 3462612863@qq.com
Country: China
ProdList: 10063
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57422
Advantage: 58

Guangzhou Tomums Life Science Co., Ltd.

Tel: 020-31155029 18902330969
Fax: 020-31155029
Email: sales@tomums.cn
Country: China
ProdList: 4696
Advantage: 58

Aishilun biotechnology (Shanghai) co., LTD

Tel: 021-50676523 18019098996
Email: info@acelybio.com
Country: China
ProdList: 3960
Advantage: 58

Tianjin Kaifu Pharmaceutical Technology Co., Ltd.

Tel: 18081075745
Email: chemflowtech@sina.com
Country: China
ProdList: 1886
Advantage: 58

Zhengzhou Alfa Chemical Co.,Ltd

Tel: +8618530059196
Email: sale04@alfachem.cn
Country: China
ProdList: 11784
Advantage: 58

Zhejiang J&C Biological Technology Co.,Limited

Tel: +1-2135480471
Email: sales@sarms4muscle.com
Country: China
ProdList: 10473
Advantage: 58

Guangdong Wengjiang Chemical Reagent Co., Ltd.

Tel: 0751-2886766 13927870850
Fax: 0751-2886756
Email: 3001267247@qq.com
Country: China
ProdList: 9941
Advantage: 58

Chongqing Chemdad Co., Ltd

Tel: +86-023-6139-8061 +86-86-13650506873
Email: sales@chemdad.com
Country: China
ProdList: 39927
Advantage: 58

Lihan (Shanghai) Biotechnology Co., Ltd.

Tel: 13918779495
Fax: QQ1984683225
Email: sales@lihan-bio.com
Country: China
ProdList: 609
Advantage: 58

Shaanxi Dideu Medichem Co. Ltd

Tel: +86-029-81138252 +86-173 9270 1263
Fax: 029-88380327
Email: 1057@dideu.com
Country: China
ProdList: 3999
Advantage: 58

Absin Bioscience Inc.

Tel: 021-38015121 18438616290
Email: lanwu@univ-bio.com
Country: China
ProdList: 24731
Advantage: 58

Less

View Lastest Price from FCCP manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: FCCP 370-86-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2024-06-13

Career Henan Chemical Co

Product: carbonyl cyanide p-trifluoromethoxyphenylhydrazone 370-86-5
Price: US $8.80/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 100kg
Release date: 2019-07-09

370-86-5, FCCPRelated Search:

Mirin COENZYME Q2 7-CHLORO-5-(2-CHLOROPHENYL)-1,5-DIHYDRO-4,1-BENZOTHIAZEPIN-2(3H)-ONE CITRININ BA, 3NH4 CARBONYL CYANIDE 3-CHLOROPHENYLHYDRAZONE DECYLUBIQUINONE Malononitrile FCCP 4-(Trifluoromethoxy)aniline 4-Methoxyphenylhydrazine hydrochloride 4-(TRIFLUOROMETHOXY)PHENYLHYDRAZINE HYDROCHLORIDE ACETONE PHENYLHYDRAZONE 4-(Difluoromethoxy)aniline (Trifluoromethoxy)benzene (DIFLUOROMETHOXY)BENZENE 1,1-DIFLUORODIMETHYL ETHER TRIFLUOROMETHYL METHYL ETHER

((4-(trifluoromethoxy)phenyl)hydrazono)-propanedinitril

MESOXALONITRILE 4-TRIFLUOROMETHOXYPHENYLHYDRAZONE

2-[2-[4-(TRIFLUOROMETHOXY)PHENYL]HYDRAZONO]MALONONITRILE

4-(TRIFLUOROMETHOXY)PHENYLAZOMALONONITRILE

mesoxalonitrile,(p-(trifluoromethoxy)phenyl)hydrazone

[[4-(trifluoromethoxy)phenyl]hydrazono]malononitrile

CARBONYL CYANIDE P-(TRIFLUOROMETHOXY)PHE NYLHYDRAZO

CARBONOYLCYANID-4-TRIFLUORMETHOXYPHENYL-HYDRAZON

FCCP, Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone

2-[4-(Trifluoromethoxy)phenyl]hydrazonopropanedinitrile

p-CF3O-CCP

Carbonylcyanide-p-trifluoromethoxuphenylhydrazone

{2-[4-(Trifluoromethoxy)phenyl]hydrazinylidene}propane-1,3-dinitrile, 4-[2-(Dicyanomethylidene)hydrazino]-alpha,alpha,alpha-trifluoroanisole

Trifluoromethoxy carbonylcyanide phenylhydrazone

2-[2-[4-(Trifluoromethoxy)phenyl]hydrazinylidene]propanedinitrile

FCCCP

CARBONYL CYANIDE 4-TRIFLUOROMETHOXYPHENYLHYDRAZONE

CARBONYL CYANIDE P-(TRI-FLUOROMETHOXY)PHENYL-HYDRAZONE

CARBONYL CYANIDE P-TRIFLUOROMETHYL PHENYLHYDRAZONE

FCCP

Propanedinitrile, 2-[2-[4-(trifluoromethoxy)phenyl]hydrazinylidene]-

Propanedinitrile, [[4-(trifluoromethoxy)phenyl]hydrazono]-

2-[[4-(trifluoromethoxy)phenyl]hydrazinylidene]propanedinitrile

(4-(Trifluoromethoxy)phenyl)hydrazonopropanedinitrile

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazon

Carbonyl Cyanide para Trifluoromethoxyphe

Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone|||Trifluoromethoxy carbonylcyanide phenylhydrazone

FCCP, mitochondrial oxidative phosphorylation uncoupler

FCCP, mitochondrial oxidative phosphorylation uncoupler (DMSO solution)

FCCP, 10 mM in DMSO

370-86-5

C10H5F3N4O

CF3OC6H4NHNCCN2

Enzyme Inhibitors

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Type

Organic Covalent Modifiers

Biochemicals and Reagents

BioChemical

Signalling

Caspases/Apoptosis