N,N-Diethyl-3-methylbenzamide(DEET) - 10mM in DMSO , CAS No.134-62-3

CAS: 134-62-3 Cat. No.: N421302 Molecular Weight: 191.27 Beilstein Registry Number: 2046711 EC Number: 205-149-7

GRADE & PURITY 10mM in DMSO

Synonyms

Diethyltoluamide|DEET|134-62-3|N,N-Diethyl-3-methylbenzamide|N,N-Diethyl-m-toluamide|Diethyl toluamide|Metadelphene|Delphene|Dieltamid|Flypel|3-Methyl-N,N-diethylbenzamide|Benzamide, N,N-diethyl-3-methyl-|Detamide|Autan|m-Delphene|Repudin-Special|Repel|M-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

An active ingredient in insect repellants.

Specifications

Synonyms

Diethyltoluamide | DEET | 134-62-3 | N, N-Diethyl-3-methylbenzamide | N, N-Diethyl-m-toluamide | Diethyl toluamide | Metadelphene | Delphene | Dieltamid | Flypel | 3-Methyl-N, N-diethylbenzamide | Benzamide, N, N-diethyl-3-methyl- | Detamide | Autan | m-Delphene | Repudin-Special | Repel | M-

Specifications & Purity

10mM in DMSO

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.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CCN(CC)C(=O)C1=CC=CC(=C1)C
• IUPAC Name: N,N-diethyl-3-methylbenzamide
• InChIKey: MMOXZBCLCQITDF-UHFFFAOYSA-N
• INCHI: 1S/C12H17NO/c1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h6-9H,4-5H2,1-3H3
• Isomeric SMILES: CCN(CC)C(=O)C1=CC=CC(=C1)C
• WGK Germany: 2
• RTECS: XS3675000
• Molecular Weight: 191.27
• Beilstein: 2046711
• Reaxy-Rn: 2046711
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2046711&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Toluenes
        • Level5 Toluamides
          • Level6 m-Toluamides
            • Level7 N,N-dialkyl-m-toluamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Toluenes
• Intermediate Tree Nodes: Toluamides - m-Toluamides
• Direct Parent: N,N-dialkyl-m-toluamides
• Alternative Parents: Benzamides Benzoyl derivatives Tertiary carboxylic acid amides Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N,n-dialkyl-m-toluamide - Benzoic acid or derivatives - Benzamide - Benzoyl - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n,n-dialkyl-m-toluamides. These are aromatic that contain a m-toluamide, where the carboxamide group is N- substituted with two alkyl chains.
• External Descriptors: Insect repellents

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

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GMNN Tbio Geminin (128009 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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Associated Targets(non-human)

Dermatophagoides pteronyssinus (58 Activities)

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Acyrthosiphon pisum (40 Activities)

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Trichoplusia ni (986 Activities)

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Aedes aegypti (630 Activities)

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Anopheles stephensi (118 Activities)

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Tribolium castaneum (596 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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FTL Ferritin light chain (43324 Activities)

Discover Target: FTL

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Liposcelis bostrychophila (71 Activities)

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Dermatophagoides farinae (123 Activities)

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Tyrophagus putrescentiae (89 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: 1.52-1.524
• Flash Point(°F): 293 °F
• Flash Point(°C): 145℃
• Boil Point(°C): 111 °C/1 mmHg，160 °C/19 mmHg (lit.)
• Molecular Weight: 191.270 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 191.131 Da
• Monoisotopic Mass: 191.131 Da
• Topological Polar Surface Area: 20.300 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 187.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chengfei Song, Xinyao Ma, Jiao Liu, Li Ma, Xingtao Qie, Xizhong Yan, Chi Hao.  (2023)  Electrophysiological and behavioural responses of Plutella xylostella L. (Lepidoptera: Plutellidae) to thirteen non-host plant essential oils.  JOURNAL OF ASIA-PACIFIC ENTOMOLOGY,      [PMID:] [10.1016/j.aspen.2023.102180]

2. Jingsheng Zhang, Yanwei Xia, Jiayong Liang, Changlu Wang, Hualong Qiu, Yurong He, Tao Ma, Lei Wang, Desen Wang.  (2023)  Repellent effect of two anthranilates against the tropical bed bug Cimex hemipterus (Hemiptera: Cimicidae) demonstrated in laboratory assays.  PEST MANAGEMENT SCIENCE,      [PMID:37822111] [10.1002/ps.7829]

3. Shuaibu Nazifi Sani, Zhao Gaosheng, Chu Fengjian, Wang Xiaozhi.  (2023)  Rapid analysis of pharmaceutical and personal care products by soft microwave-based plasma ionization—linear ion trap mass spectrometer (SMPI-LTQ) in natural water.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (49): (108263-108273).  [PMID:37747605] [10.1007/s11356-023-30018-5]

4. Yuan He, Zhan Chen, Xia Huang, Xiaomao Wang, Xianghua Wen.  (2023)  A novel catalytic membrane integrated with ozone process for secondary wastewater treatment: Micropollutant removal, membrane fouling control, and its mechanisms.  DESALINATION,      [PMID:] [10.1016/j.desal.2023.116869]

5. Yi-Xi Feng, Xin-Xin Lu, Yue-Shen Du, Yu Zheng, Ding Zeng, Shu-Shan Du.  (2022)  Sesquiterpenoid-rich Essential Oils from Two Magnolia Plants: Contact and Repellent Activity to Three Stored-product Insects.  Journal of Oleo Science,      [PMID:35236800] [10.5650/jos.ess21241]

6. Anhong Cai, Jing Deng, Cheng Ye, Tianxin Zhu, Xiao Ling, Shuwen Shen, Hongguang Guo, Xueyan Li.  (2021)  Highly efficient removal of DEET by UV-LED irradiation in the presence of iron-containing coagulant.  CHEMOSPHERE,      [PMID:34315080] [10.1016/j.chemosphere.2021.131613]

7. Zhongqing Yu, Yabing Sun, Guyu Zhang, Chunxiao Zhang.  (2017)  Degradation of DEET in aqueous solution by water falling film dielectric barrier discharge：Effect of three operating modes and analysis of the mechanism and degradation pathway.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2017.02.068]

8. Yongjie Zhang, Shulin He, Chengyin He, Ling Zhou, Ou Xu, Liang Qiao, Bin Chen, Yueqing Cao, Zhengbo He.  (2024)  AsOBP1 is required for bioallethrin repellency in the malaria vector mosquito Anopheles sinensis.  Insect Science,      [PMID:38389031] [10.1111/1744-7917.13332]

9. Binbin Shao, Chenkai Hu, Hainan Zhao, Chengcheng Xiao, Erdeng Du, Anhong Cai, Jing Deng.  (2024)  Degradation of ambroxol by UV/chloramine process: Kinetics, degradation pathway, and control of the risk of highly toxic disinfection by-products.  ENVIRONMENTAL POLLUTION,      [PMID:39393762] [10.1016/j.envpol.2024.125091]

10. J. Wang, X. Feng, W. Yuan, J. Zhang, S. Zhu, L. Xu, H. Li, J. Song, X. Rao, S. Liao, Z. Wang, H. Si.  (2024)  Development of terpenoid repellents against Aedes albopictus: a combined study of biological activity evaluation and computational modelling.  SAR AND QSAR IN ENVIRONMENTAL RESEARCH,      [PMID:38323577] [10.1080/1062936X.2024.2306327]

11. Junyu Liang, Xiaohan Zhang, Qian Zhang, Yufei Tang, Weibao Kong, Ji Zhang, Yue An.  (2024)  Insect-resistant activities of Elsholtzia ciliata essential oil and its main components carvone against Tribolium castaneum in different development stages.  JOURNAL OF STORED PRODUCTS RESEARCH,      [PMID:] [10.1016/j.jspr.2024.102317]

12. Min Fan, Tongen Ye, Zitong Wang, Qunchen Li, Chunrui Li, Qingxing Shi, Hualong Qiu, Tao Ma, Xiaoge Nian, Yurong He, Desen Wang.  (2024)  The repellent effects of eight Chinese herbal essential oils on red imported fire ants, Solenopsis invicta Buren (Hymenoptera: Formicidae), and analysis of active components.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2024.119111]

13. Hua Zhang, Chenglong Liu, Yulu sun, Shuqiong Tang, Yan Lei, Weixin Zhang, Bo Cheng, Yan Zhao, Qiang Luo.  (2025)  Toxicity assessment of N, N-Diethyl-meta-toluamide (DEET) in zebrafish embryos.  COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY C-TOXICOLOGY & PHARMACOLOGY,      [PMID:40683430] [10.1016/j.cbpc.2025.110293]

14. Jinxiu Lou, Lu Yin, Feilong Dong, Zhanfei He, Huijie Lu, Shuangxi Fang, Xiangliang Pan.  (2024)  Wane-and-wax mechanism of nitrogenous disinfection byproducts with constant Cl/N peak under UV/chlorine treatment: Implication for new drinking water disinfection strategy.  WATER RESEARCH,      [PMID:39476780] [10.1016/j.watres.2024.122651]

15. Dong Wan, Chengjie Yu, Yafei Zhao, Gaofei Song, Wujuan Mi, Yuxuan Zhu, Changzi Liu, Yonghong Bi.  (2025)  Photodegradation mechanism of organic contaminants mediated by chlorinated algal organic matter.  WATER RESEARCH,      [PMID:40280008] [10.1016/j.watres.2025.123674]

16. Xiaoxue Wang, Zexin Zhu.  (2025)  Investigating the role of mosquito repellents in atopic dermatitis.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:40403953] [10.1016/j.fct.2025.115571]