Carbonyl cyanide 3-chlorophenylhydrazone - 10mM in DMSO , CAS No.555-60-2

CAS: 555-60-2 Cat. No.: C424728 Molecular Weight: 204.62 EC Number: 209-103-7
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GRADE & PURITY 10mM in DMSO
Synonyms
UNII-4D4NW27CG5 | ((3-Chlorophenyl)hydrazono)malononitrile | (3-Chlorophenyl)carbonohydrazonoyl dicyanide | (3-Chlorophenyl)hydrazonomalononitrile | BRN 1842102 | Carbonyl cyanide 3-chlorophenylhydrazone, >=97% (TLC), powder | Mesoxalonitrile, (m-chloroph
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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1ml
C424728-1ml
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
UNII-4D4NW27CG5 | ((3-Chlorophenyl)hydrazono)malononitrile | (3-Chlorophenyl)carbonohydrazonoyl dicyanide | (3-Chlorophenyl)hydrazonomalononitrile | BRN 1842102 | Carbonyl cyanide 3-chlorophenylhydrazone, >=97% (TLC), powder | Mesoxalonitrile, (m-chloroph
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Potent mitochondrial oxidative phosphorylation uncoupler. Renders mitochondrial inner membrane permeable to protons. Induces apoptosis in vitro .
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Names and Identifiers
Canonical SmilesC1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
IUPAC Name2-[(3-chlorophenyl)hydrazinylidene]propanedinitrile
InChIKeyUGTJLJZQQFGTJD-UHFFFAOYSA-N
INCHI1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
Isomeric SMILES C1=CC(=CC(=C1)Cl)NN=C(C#N)C#N
Molecular Weight 204.62
Reaxy-Rn 1842102
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1842102&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenylhydrazines
Intermediate Tree Nodes Not available
Direct ParentPhenylhydrazines
Alternative Parents Chlorobenzenes  Aryl chlorides  Nitriles  Hydrazones  Organopnictogen compounds  Organochlorides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Phenylhydrazine - Halobenzene - Chlorobenzene - Aryl halide - Aryl chloride - Nitrile - Carbonitrile - Hydrazone - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylhydrazines. These are compounds containing a phenylhydrazide moiety, which consists of a hydrazide substituent attached to a phenyl group.
External Descriptors a small molecule
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780cisR (133 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CCRF-CEM (65223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J82 (505 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NB-4 (999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RT-112 (346 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SGC-7901 (2773 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-87 MG (3946 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FaDu (1726 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver (3974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CISD1 Tchem CDGSH iron-sulfur domain-containing protein 1 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PINK1 Tbio Serine/threonine-protein kinase PINK1, mitochondrial (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
blaZ Beta-lactamase (285 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Papain (844 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacteroides fragilis (1445 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacteroides thetaiotaomicron (562 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus epidermidis (22802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella aerogenes (4963 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mutans (2687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Clostridioides difficile (2968 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Clostridium perfringens (1165 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus cereus (7522 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Lacticaseibacillus casei (578 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis variant bovis (1746 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycolicibacterium smegmatis (8003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium berghei (192651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Caenorhabditis elegans (1055 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Onchocerca volvulus (56 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C2C12 (756 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
lef Anthrax lethal factor (7585 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
norA Quinolone resistance protein norA (2171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pef Plasmid efflux fluoroquinolone (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bifidobacterium longum (298 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis variant bovis BCG (1626 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rorc Nuclear receptor ROR-gamma (89407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Impa1 Inositol monophosphatase 1 (16203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
qacEdelta1 QacEdelta1 SMR family efflux pump (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mdtK Multidrug resistance protein mdtK (13 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cell membrane (1233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter pittii (585 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
lfrA Multidrug efflux pump LfrA (106 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Limosilactobacillus reuteri (118 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SensitivityAir Sensitive
Molecular Weight204.610 g/mol
XLogP33.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass204.02 Da
Monoisotopic Mass204.02 Da
Topological Polar Surface Area72.000 Ų
Heavy Atom Count14
Formal Charge0
Complexity300.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Xijuan Chao, Dezhi Yao, Chuxuan Chen, Zhiguo Sheng, Benzhan Zhu.  (2023)  Tetrabromobisphenol A induces neuronal cytotoxicity by inhibiting PINK1-Parkin-mediated mitophagy via upregulating ATF3 expression.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:38065503] [10.1016/j.scitotenv.2023.169175]
2. Wei Liu, Tengfei Wang, Liwen Wang, Yan Wang, Sheng Hu, Dating Tian.  (2023)  A novel near-infrared fluorescent probe for ultrasensitive and visual detection of mitochondrial viscosity.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:37683438] [10.1016/j.saa.2023.123329]
3. Zhang Hongzhen, Zhang Chenghua, Xiang Xiaolong, Zhang Qilun, Zhao Wei, Wei Guoyu, Hu Anlong.  (2022)  Uptake and transport of antibiotic kasugamycin in castor bean (Ricinus communis L.) seedlings.  Frontiers in Microbiology,      [PMID:36033898] [10.3389/fmicb.2022.948171]
4. Chen Xiaolong, Hu Cuihua, Zhang Yanan, Hao Wenjing, He Xu, Li Qing, Huang Yuxi, Huang Yibing, Chen Yuxin.  (2020)  Anticancer Activity and Mechanism of Action of kla-TAT Peptide.  International Journal of Peptide Research and Therapeutics,  26  (4): (2285-2296).  [PMID:] [10.1007/s10989-020-10019-5]
5. Dongyang Xu, Yan Deng, Rongdong Fan, Lei Shi, Jianshan Bai, He Yan.  (2019)  Coresistance to Benzalkonium Chloride Disinfectant and Heavy Metal Ions in Listeria monocytogenes and Listeria innocua Swine Isolates from China.  Foodborne Pathogens and Disease,  16  (10): (696-703).  [PMID:31120347] [10.1089/fpd.2018.2608]
6. Jian Wang, Meina Zhang, Chao Li, Mengyuan Liu, Yixin Qi, Xiaolin Xie, Changlin Zhou, Lingman Ma.  (2024)  A novel cathelicidin TS-CATH derived from Thamnophis sirtalis combats drug-resistant gram-negative bacteria in vitro and in vivo.  Computational and Structural Biotechnology Journal,      [PMID:38882682] [10.1016/j.csbj.2024.05.020]
7. Sun Feifei, Zhang Lin, Ma Xuan, Ali Tariq, Wu Yongning, Li Lin.  (2024)  A promising metabolite, 9-aminominocycline, restores the sensitivity of tigecycline against tet(X4)-positive Escherichia coli.  Frontiers in Microbiology,      [PMID:39044954] [10.3389/fmicb.2024.1432320]
8. Qianwei Qu, Xingyu Huang, Zhenxin Zhu, Jun Wang, Mengmeng Zhao, Wenqiang Cui, Yadan Zheng, Yanyan Liu, Xueying Chen, Zhiyun Zhang, Na Dong, Chunliu Dong, Yanhua Li.  (2025)  Targeting membrane integrity and imidazoleglycerol-phosphate dehydratase: Sanguinarine multifaceted approach against Staphylococcus aureus biofilms.  PHYTOMEDICINE,      [PMID:39879703] [10.1016/j.phymed.2025.156428]
9. Huayang Xu, Hongzhen Zhang, Guoyu Wei, Yuling Jiang, Meto Yao Charles, Anlong Hu.  (2024)  Uptake and transport of antibiotic kasugamycin from leaves to roots in rice (Oryza sativa L.) seedlings.  ANNALS OF APPLIED BIOLOGY,  185  (3): (360-370).  [PMID:] [10.1111/aab.12928]
10. Weigang Chen, Xianhong Cai, Qiang Sun, Xinhua Guo, Chunmei Liang, Hong Tang, Heming Huang, Hui Luo, Lanmei Chen, Jincan Chen.  (2022)  Design and synthesis of aptamer-cyclometalated iridium(III) complex conjugate targeting cancer cells.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:35398732] [10.1016/j.ejmech.2022.114335]
11. Jun Wang, Yongzheng Liu, Chongxiang Sun, Long Chen, Sikai Chen, Xingyu Huang, Zhijia Lu, Chunliu Dong, Yadan Zheng, Zhiyun Zhang, Yanyan Liu, Qianwei Qu, Yanhua Li.  (2025)  Effect of emodin on Streptococcus suis by targeting β-ketoacyl-acyl carrier protein synthase Ⅱ.  PHYTOMEDICINE,      [PMID:40339548] [10.1016/j.phymed.2025.156821]
12. Xizi Long, Yuanyuan Jiang, Zhaozhong Zhu, Yu Li, Nan Hu, Junzhan Hong, Hui Wang, Fei Yang.  (2025)  Complete Uranium Bioreduction in 48 Hours: Synergistic Electron Transfer in a Synthetic Microbial Consortium.  Environmental Science and Ecotechnology,      [PMID:41211415] [10.1016/j.ese.2025.100629]
13. Xin Chen, Zhengyang Zhu, Lishan Zhang, Xiaowei Zhang, Xin Zeng, Mengru Liu, Jinpeng Shi, Zhihan Yu, Siyan Chen, Shanshan Wang, Shujing Sun, Xiangmin Lin.  (2025)  Antimicrobial Paeonol Modulates Efflux Pumps and Membrane Permeability in Aeromonas hydrophila: Proteomic Insights and Application in Grass Carp Meat Preservation.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2025.118871]
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