GRADE & PURITY 10mM in DMSO

Synonyms

Benzenecarboximidamide, hydrochloride (1:1) | MFCD00009142 | AKOS008071554 | 0G112W4L27 | benzimidamide xhydrochloride | CAS-1670-14-0 | Benzamidine, HCl | HY-W018781 | MFCD00013025 | B3379 | Benzenecarboximidamide hydrochloride (1:1) | benzamidine hydroc

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Benzamidine and its derivatives serve as inhibitors of serine protease enzymes, namely tryptase, thrombin, and KLK11 (tripsin-like enzymes). The strong affinity of benzamidine for these enzymes has been exploited to crystallize and study spectra of thrombin complexes. Benzamidine inhibits the autoactivation of human blood coagulation factor VII, useful as a tool for studying the interactions between this and other relevant growth factors. A derivative of this compound has shown activity against the growth of colon cancer cells.
A serine protease enzyme inhibitor

Specifications

Sinónimos

Benzenecarboximidamide, hydrochloride (1:1) | MFCD00009142 | AKOS008071554 | 0G112W4L27 | benzimidamide xhydrochloride | CAS-1670-14-0 | Benzamidine, HCl | HY-W018781 | MFCD00013025 | B3379 | Benzenecarboximidamide hydrochloride (1:1) | benzamidine hydroc

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: C1=CC=C(C=C1)C(=N)N.Cl
• IUPAC Name: benzenecarboximidamide;hydrochloride
• InChIKey: LZCZIHQBSCVGRD-UHFFFAOYSA-N
• INCHI: 1S/C7H8N2.ClH/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H3,8,9);1H
• Isómeros SMILES: C1=CC=C(C=C1)C(=N)N.Cl
• WGK Alemania: 3
• RTECS: CV6260000
• Peso molecular: 156.61
• Beilstein: 3594959
• Reaxy-Rn: 3594959
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3594959&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Carboximidamides Carboxamidines Organopnictogen compounds Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Carboximidamide - Carboxylic acid amidine - Amidine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organonitrogen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: Not available

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

Objetivos asociados (humanos)

KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

F11 Tchem Coagulation factor XI (1733 Activities)

Discover Target: F11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KLK5 Tchem Kallikrein 5 (307 Activities)

Discover Target: KLK5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Moisture sensitive
• Punto de fusión (°C): 167-171°C
• Peso molecular: 156.610 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.045 Da
• Monoisotopic Mass: 156.045 Da
• Topological Polar Surface Area: 49.900 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 103.000
• 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: 2

XLogP3

Referencias

1. Chuang Ma, Haojin Li, Ming Chen, Yucheng Liu, Kui Zhao, Shengzhong (Frank) Liu.  (2022)  Water-Resistant Lead-Free Perovskitoid Single Crystal for Efficient X-Ray Detection.  ADVANCED FUNCTIONAL MATERIALS,  32  (30): (2202160).  [PMID:] [10.1002/adfm.202202160]

2. Teng Li, Huijun Zhang, Cong Yu, Pang Wang, Hui Wang, Xiaoshuai Zhang, Yuandong Sun, Dan Liu, Tao Wang.  (2021)  Conjugated amidine ligands enhance the performance of perovskite nanocrystal blue light-emitting diodes prepared in air with green solvents.  Journal of Materials Chemistry C,  9  (43): (15488-15495).  [PMID:] [10.1039/D1TC03435A]

3. Meisam Rostaminasab Dolatabad, Lu-lu Guo, Peng Xiao, Zhongliang Zhu, Qing-tao He, Du-xiao Yang, Chang-xiu Qu, Sheng-chao Guo, Xiao-lei Fu, Rui-rui Li, Lin Ge, Ke-jia Hu, Hong-da Liu, Yue-mao Shen, Xiao Yu, Jin-peng Sun, Peng-ju Zhang.  (2018)  Crystal structure and catalytic activity of the PPM1K N94K mutant.  JOURNAL OF NEUROCHEMISTRY,  148  (4): (550-560).  [PMID:30451284] [10.1111/jnc.14631]

4. Yunyi Zhang, Yongxin Li, Na Yang, Xue Yu, Chunhua He, Niu Niu, Cuiyun Zhang, Huipeng Zhou, Cong Yu, Shichun Jiang.  (2017)  Histone controlled aggregation of tetraphenylethene probe: A new method for the detection of protease activity.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2017.10.018]

5. Lijia Sang, Meiding Yang, Huipeng Zhou, Xinan Huang, Cong Yu.  (2016)  A benzoperylene probe self-assembled on polyethyleneimine/manganese doped ZnS quantum dots: a new nanocomposite for bright and tunable white light emission.  RSC Advances,  6  (86): (83110-83116).  [PMID:] [10.1039/C6RA18465K]

6. Chuibei Zhou, Wenying Li, Jian Chen, Meiding Yang, Yang Li, Jintao Zhu, Cong Yu.  (2013)  Real-time fluorometric turn-on assay for protease activity and inhibitor screening with a benzoperylene probe.  ANALYST,  139  (5): (1057-1062).  [PMID:24427771] [10.1039/C3AN01724A]

7. Zhao Yang, Yu-Qi Ping, Ming-Wei Wang, Chao Zhang, Shu-Hua Zhou, Yue-Tong Xi, Kong-Kai Zhu, Wei Ding, Qi-Yue Zhang, Zhi-Chen Song, Ru-Jia Zhao, Zi-Lu He, Meng-Xin Wang, Lei Qi, Christian Ullmann, Albert Ricken, Torsten Schöneberg, Zhen-Ji Gan, Xiao Yu, Peng Xiao, Fan Yi, Ines Liebscher, Jin-Peng Sun.  (2025)  Identification, structure, and agonist design of an androgen membrane receptor.  CELL,      [PMID:39884271] [10.1016/j.cell.2025.01.006]

8. Shi Pengju, Xu Jiazhe, Yavuz Ilhan, Huang Tianyi, Tan Shaun, Zhao Ke, Zhang Xu, Tian Yuan, Wang Sisi, Fan Wei, Li Yahui, Jin Donger, Yu Xuemeng, Wang Chenyue, Gao Xingyu, Chen Zhong, Shi Enzheng, Chen Xihan, Yang Deren, Xue Jingjing, Yang Yang, Wang Rui.  (2024)  Strain regulates the photovoltaic performance of thick-film perovskites.  Nature Communications,  15  (1): (1-8).  [PMID:38519495] [10.1038/s41467-024-47019-8]

9. Jincai Wang, Xiaoling Huang, Jie Mei, Xinwei Chen, Rong Ma, Guowei Li, Zhengjin Jiang, Jialiang Guo.  (2023)  Screening of trypsin inhibitors in Cotinus coggygria Scop. extract using at-line nanofractionation coupled with semi-preparative reverse-phase liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36738572] [10.1016/j.chroma.2023.463817]

10. Lulu Shangguan, Lingyi Zhang, Zhichao Xiong, Jun Ren, Runsheng Zhang, Fangyuan Gao, Weibing Zhang.  (2015)  Investigation of bi-enzymatic reactor based on hybrid monolith with nanoparticles embedded and its proteolytic characteristics.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:25728656] [10.1016/j.chroma.2015.02.040]

11. Dan Jiang, Xin Wen, Ji-Fei Han, Qiu-Xia Cheng, Ru Zhang, Yuan Zheng, Kai Zheng, Shao-Hui Huang, Jia-Yuan Chen, Su-Wen Li, Zhi-Shuai Yang, Bing Han, Lu Tie, Fan Yang, Peng-Ju Zhang, Peng Xiao, Hui Lin, Xiao Yu, Jin-Peng Sun.  (2025)  Identification of antimalarial drugs and bradykinin as ligands of the Plasmodium membrane protein PfSR10.  iScience,      [PMID:41280702] [10.1016/j.isci.2025.113807]