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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | AKOS006222322 | YNQ49M599X | 2,4-Dimethyl-1-pyrrole | EN300-106741 | 2,4-Dimethylpyrrole, 97% | EINECS 210-912-2 | 2,4-dimethyl-1H-pyrrol | 2,4-Dimethyl-1H-pyrrole | D2848 | Pyrrole, 2,4-dimethyl- | NSC 81347 | Q27294614 | CS-W011342 | 2,4-Dimethylpyrrole |
|---|---|
| Specifications & Purity | ≥97% |
| Storage Temp | Store at 2-8°C,Argon charged |
| Shipped In | Wet ice |
| Product Description | 2,4-Dimethylpyrrole is a substituted pyrrole. Its synthesis by using ethyl acetoacetate as starting material has been reported. Its basicity has been evaluated from UV spectral data. Its photodecomposition on irradiation has been reported to afford H2, CH4, C2H6 and polymeric products. 2,4-Dimethylpyrrole may be used in the synthesis of the following: • 2,5-bis(2′,4′-dimethyl-5′-pyrryl)p-benzoquinone • boron dipyrromethene (BODIPY) dyes • 2,4-dimethyl-6-methoxyprodigiosene |
Associated Targets(Human)
HMBS Tbio Porphobilinogen deaminase (0 Activities)
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| Pubchem Sid | 488183319 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183319 |
| IUPAC Name | 2,4-dimethyl-1H-pyrrole |
| INCHI | InChI=1S/C6H9N/c1-5-3-6(2)7-4-5/h3-4,7H,1-2H3 |
| InChi Key | MFFMQGGZCLEMCI-UHFFFAOYSA-N |
| Canonical SMILES | CC1=CC(=CN1)C |
| Isomeric SMILES | CC1=CC(=CN1)C |
| WGK Germany | 3 |
| PubChem CID | 39539 |
| Molecular Weight | 95.14 |
| Beilstein | 20(5)5,63 |
| Reaxy-Rn | 105444 |
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 A2122093 | Certificate of Analysis | Nov 04, 2024 | D123132 |
| A2306319 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306343 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306344 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306345 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306346 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306366 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| A2306367 | Certificate of Analysis | Aug 06, 2022 | D123132 |
| G2225026 | Certificate of Analysis | Jul 28, 2022 | D123132 |
| E2124153 | Certificate of Analysis | Jun 03, 2021 | D123132 |
Chemical and Physical Properties
| Sensitivity | air & heat sensitive |
|---|---|
| Refractive Index | 1.4950-1.4990 |
| Flash Point(°F) | >235.4 °F |
| Flash Point(°C) | >113 °C |
| Boil Point(°C) | 165-167 °C |
Safety and Hazards(GHS)
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| Reaxy-Rn | 105444 |
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Citations of This Product
| 1. Kepeng Lei,Mingtai Sun,Libo Du,Xiaojie Zhang,Huan Yu,Suhua Wang,Tasawar Hayat,Ahmed Alsaedi. (2017-05-16) Sensitive determination of endogenous hydroxyl radical in live cell by a BODIPY based fluorescent probe.. Talanta, 170 (314-321). [PMID:28501175] |
| 2. Yiran Wang, Xinyu Yang, Xueting Lu, Xiaonian Cao, Ling Ao, Lele Ma, Caihong Shen, Yongqian Fu, Yaqiong Yang. (2024) BODIPY-labeled aptasensor based on multi-walled carbon nanotubes as the quencher for “off–on” detection of catechin. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 306 (24): (123597). [PMID:37925958] [10.1016/j.saa.2023.123597] |
| 3. Mingya Wang, Shengling Li, Junli Shi, Yongzheng Liu, Duanlin Cao, Linxiu Zhao. (2023) A simple BODIPY-based fluorescent probe for sequential recognition of Cu2+ and GSH and its application on test strips and bioimaging in living cells. JOURNAL OF MOLECULAR STRUCTURE, 1294 (136393). [PMID:] [10.1016/j.molstruc.2023.136393] |
| 4. Yong Liu, Yating Wan, Zijian Zeng, Zhihong Yan, Yi Liu. (2023) Nanosilver-decorated covalent organic frameworks for enhanced photodynamic, photothermal, and antibacterial properties. MATERIALS CHEMISTRY AND PHYSICS, 307 (128158). [PMID:] [10.1016/j.matchemphys.2023.128158] |
| 5. Hongyu Li, Han Xu, Guanglin Wang, Junchang Chen, Dandan Ji, Yangyang Huang, Guoqing Cui, Hui He, Zhengqing Guo. (2023) Rational Design of Mesoporous Coordination Polymer Nanophotosensitizers for Photodynamic Tumor Ablation. ACS Applied Materials & Interfaces, 15 (18): (21746–21753). [PMID:37126007] [10.1021/acsami.2c22095] |
| 6. Huiping Dang, Youliang Tian, Quan Cheng, Changchang Teng, Kai Xie, Lifeng Yan. (2022) Galactose conjugated boron dipyrromethene and hydrogen bonding promoted J-aggregates for efficiently targeted NIR-II fluorescence assistant photothermal therapy. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 612 (287). [PMID:34995865] [10.1016/j.jcis.2021.12.177] |
| 7. Kaiyao Shi, Yang Liu, Jingru Ma, Yuqing Zhao, Liang Liu, Jingying Wang. (2020) A series of aromatric-amine-cored fluorescent emitters for amplified spontaneous laser emission and emission turn-on sensing. JOURNAL OF LUMINESCENCE, 223 (117165). [PMID:] [10.1016/j.jlumin.2020.117165] |
| 8. Yu Zhao, Zhentan Lu, Xiaomei Dai, Xiaosong Wei, Yunjian Yu, Xuelei Chen, Xinge Zhang, Chaoxing Li. (2018) Glycomimetic-Conjugated Photosensitizer for Specific Pseudomonas aeruginosa Recognition and Targeted Photodynamic Therapy. BIOCONJUGATE CHEMISTRY, 29 (9): (3222–3230). [PMID:30152991] [10.1021/acs.bioconjchem.8b00600] |
| 9. Dong-Liang Huang, Peng-Li Zhang, Ling-Ling Qu, Qiu-Yun Chen. (2018) Dye-sensitized hematite compososite photocatalyst and its photocatalytic performance of aerobic annulation. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 360 (132). [PMID:] [10.1016/j.jphotochem.2018.04.037] |
| 10. Xiaomei Dai, Xuelei Chen, Yu Zhao, Yunjian Yu, Xiaosong Wei, Xinge Zhang, Chaoxing Li. (2018) A Water-Soluble Galactose-Decorated Cationic Photodynamic Therapy Agent Based on BODIPY to Selectively Eliminate Biofilm. BIOMACROMOLECULES, 19 (1): (141–149). [PMID:29141147] [10.1021/acs.biomac.7b01316] |
| 11. Jian Pan, Junchao Xu, Youlai Zhang, Liang Wang, Caiqin Qin, Lintao Zeng, Yue Zhang. (2016) A novel fluorescent probe for rapid and sensitive detection of hydrogen sulfide in living cells. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 168 (132). [PMID:27289349] [10.1016/j.saa.2016.05.054] |
| 12. Jinxia An, Qianqian Guo, Peng Zhang, Andrew Sinclair, Yu Zhao, Xinge Zhang, Kan Wu, Fang Sun, Hsiang-Chieh Hung, Chaoxing Li, Shaoyi Jiang. (2016) Hierarchical design of a polymeric nanovehicle for efficient tumor regression and imaging. Nanoscale, 8 (17): (9318-9327). [PMID:27088429] [10.1039/C6NR01595F] |
| 13. Jinxia An, Xiaomei Dai, Yu Zhao, Qianqian Guo, Zhongming Wu, Xinge Zhang, Chaoxing Li. (2015) A biodegradable and fluorescent nanovehicle with enhanced selective uptake by tumor cells. Polymer Chemistry, 6 (36): (6529-6542). [PMID:] [10.1039/C5PY00795J] |
References
| 1. Enrico Caruso,Marzia Gariboldi,Alessandro Sangion,Paola Gramatica,Stefano Banfi. (2017-01-21) Synthesis, photodynamic activity, and quantitative structure-activity relationship modelling of a series of BODIPYs.. Journal of photochemistry and photobiology. B, Biology, 167 (269-281). [PMID:28104574] |
| 2. Kepeng Lei,Mingtai Sun,Libo Du,Xiaojie Zhang,Huan Yu,Suhua Wang,Tasawar Hayat,Ahmed Alsaedi. (2017-05-16) Sensitive determination of endogenous hydroxyl radical in live cell by a BODIPY based fluorescent probe.. Talanta, 170 (314-321). [PMID:28501175] |
| 3. Gugu Kubheka,Kayode Sanusi,John Mack,Tebello Nyokong. (2017-10-22) Optical limiting properties of 3,5-dipyrenylvinyleneBODIPY dyes at 532nm.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 191 (357-364). [PMID:29055280] |
| 4. Francesca Salis,Ana B Descalzo,Elena Benito-Peña,María C Moreno-Bondi,Guillermo Orellana. (2018-04-18) Highly Fluorescent Magnetic Nanobeads with a Remarkable Stokes Shift as Labels for Enhanced Detection in Immunoassays.. Small (Weinheim an der Bergstrasse, Germany), 14 ((20)): (e1703810-e1703810). [PMID:29665269] |
| 5. Evanildo G Lacerda,Fadhil S Kamounah,Kaline Coutinho,Stephan P A Sauer,Poul Erik Hansen,Ole Hammerich. (2018-11-20) Computational Prediction of 1 H and 13 C NMR Chemical Shifts for Protonated Alkylpyrroles: Electron Correlation and Not Solvation is the Salvation.. Chemphyschem : a European journal of chemical physics and physical chemistry, 20 ((1)): (78-91). [PMID:30452112] |
| 6. Bilgic, et al.. (2020) Two Novel BODIPY-Functional Magnetite Fluorescent Nano-Sensors for Detecting of Cr(VI) Ions in Aqueous Solutions.. Journal of Fluorescence, 30 (867-881). [PMID:32494934] |
| 7. Lavinia A Trifoi,Gregory K Hodgson,Nicholas P Dogantzis,Stefania Impellizzeri. (2020-06-26) A Reconfigurable, Dual-Output INHIBIT and IMPLICATION Molecular Logic Gate.. Frontiers in chemistry, 8 (470-470). [PMID:32582639] |
| 8. Duy Khuong Mai,Byungman Kang,Temmy Pegarro Vales,Isabel Wen Badon,Sung Cho,Joomin Lee,Eunae Kim,Ho-Joong Kim. (2020-07-29) Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy.. Molecules (Basel, Switzerland), 25 ((15)): [PMID:32717858] |
| 9. P P Praveen Kumar,Atikur Rahman,Tanmay Goswami,Hirendra N Ghosh,Prakash P Neelakandan. (2020-10-16) Fine-Tuning Plasmon-Molecule Interactions in Gold-BODIPY Nanocomposites: The Role of Chemical Structure and Noncovalent Interactions.. ChemPlusChem, 86 ((1)): (87-94). [PMID:33058562] |
| 10. Zaiguo Li,Robert Bittman. (2007-10-05) Synthesis and spectral properties of cholesterol- and FTY720-containing boron dipyrromethene dyes.. The Journal of organic chemistry, 72 ((22)): (8376-8382). [PMID:17914846] |
| 11. Elif Okutan,Sureyya O Tümay,Serkan Yeşilot. (2016-11-01) Colorimetric Fluorescent Sensors for Hemoglobin Based on BODIPY Dyes.. Journal of fluorescence, 26 ((6)): (2333-2343). [PMID:27617331] |
| 12. Chunqing Li,Qi Sun,Qiang Zhao,Xinjian Cheng. (2019-11-14) Highly selective ratiometric fluorescent probes for the detection of Fe3+ and its application in living cells.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 228 (117720-117720). [PMID:31718969] |
| 13. Caruso, et al.. (2021) New BODIPYs for photodynamic therapy (PDT): Synthesis and activity on human cancer cell lines.. Bioorganic & Medicinal Chemistry, 28 (115737-115737). [PMID:33065434] |
| 14. Yiran Wang, Xinyu Yang, Xueting Lu, Xiaonian Cao, Ling Ao, Lele Ma, Caihong Shen, Yongqian Fu, Yaqiong Yang. (2024) BODIPY-labeled aptasensor based on multi-walled carbon nanotubes as the quencher for “off–on” detection of catechin. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 306 (24): (123597). [PMID:37925958] [10.1016/j.saa.2023.123597] |
| 15. Mingya Wang, Shengling Li, Junli Shi, Yongzheng Liu, Duanlin Cao, Linxiu Zhao. (2023) A simple BODIPY-based fluorescent probe for sequential recognition of Cu2+ and GSH and its application on test strips and bioimaging in living cells. JOURNAL OF MOLECULAR STRUCTURE, 1294 (136393). [PMID:] [10.1016/j.molstruc.2023.136393] |
| 16. Yong Liu, Yating Wan, Zijian Zeng, Zhihong Yan, Yi Liu. (2023) Nanosilver-decorated covalent organic frameworks for enhanced photodynamic, photothermal, and antibacterial properties. MATERIALS CHEMISTRY AND PHYSICS, 307 (128158). [PMID:] [10.1016/j.matchemphys.2023.128158] |
| 17. Hongyu Li, Han Xu, Guanglin Wang, Junchang Chen, Dandan Ji, Yangyang Huang, Guoqing Cui, Hui He, Zhengqing Guo. (2023) Rational Design of Mesoporous Coordination Polymer Nanophotosensitizers for Photodynamic Tumor Ablation. ACS Applied Materials & Interfaces, 15 (18): (21746–21753). [PMID:37126007] [10.1021/acsami.2c22095] |
| 18. Huiping Dang, Youliang Tian, Quan Cheng, Changchang Teng, Kai Xie, Lifeng Yan. (2022) Galactose conjugated boron dipyrromethene and hydrogen bonding promoted J-aggregates for efficiently targeted NIR-II fluorescence assistant photothermal therapy. JOURNAL OF COLLOID AND INTERFACE SCIENCE, 612 (287). [PMID:34995865] [10.1016/j.jcis.2021.12.177] |
| 19. Kaiyao Shi, Yang Liu, Jingru Ma, Yuqing Zhao, Liang Liu, Jingying Wang. (2020) A series of aromatric-amine-cored fluorescent emitters for amplified spontaneous laser emission and emission turn-on sensing. JOURNAL OF LUMINESCENCE, 223 (117165). [PMID:] [10.1016/j.jlumin.2020.117165] |
| 20. Yu Zhao, Zhentan Lu, Xiaomei Dai, Xiaosong Wei, Yunjian Yu, Xuelei Chen, Xinge Zhang, Chaoxing Li. (2018) Glycomimetic-Conjugated Photosensitizer for Specific Pseudomonas aeruginosa Recognition and Targeted Photodynamic Therapy. BIOCONJUGATE CHEMISTRY, 29 (9): (3222–3230). [PMID:30152991] [10.1021/acs.bioconjchem.8b00600] |
| 21. Dong-Liang Huang, Peng-Li Zhang, Ling-Ling Qu, Qiu-Yun Chen. (2018) Dye-sensitized hematite compososite photocatalyst and its photocatalytic performance of aerobic annulation. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 360 (132). [PMID:] [10.1016/j.jphotochem.2018.04.037] |
| 22. Xiaomei Dai, Xuelei Chen, Yu Zhao, Yunjian Yu, Xiaosong Wei, Xinge Zhang, Chaoxing Li. (2018) A Water-Soluble Galactose-Decorated Cationic Photodynamic Therapy Agent Based on BODIPY to Selectively Eliminate Biofilm. BIOMACROMOLECULES, 19 (1): (141–149). [PMID:29141147] [10.1021/acs.biomac.7b01316] |
| 23. Jian Pan, Junchao Xu, Youlai Zhang, Liang Wang, Caiqin Qin, Lintao Zeng, Yue Zhang. (2016) A novel fluorescent probe for rapid and sensitive detection of hydrogen sulfide in living cells. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 168 (132). [PMID:27289349] [10.1016/j.saa.2016.05.054] |
| 24. Jinxia An, Qianqian Guo, Peng Zhang, Andrew Sinclair, Yu Zhao, Xinge Zhang, Kan Wu, Fang Sun, Hsiang-Chieh Hung, Chaoxing Li, Shaoyi Jiang. (2016) Hierarchical design of a polymeric nanovehicle for efficient tumor regression and imaging. Nanoscale, 8 (17): (9318-9327). [PMID:27088429] [10.1039/C6NR01595F] |
| 25. Jinxia An, Xiaomei Dai, Yu Zhao, Qianqian Guo, Zhongming Wu, Xinge Zhang, Chaoxing Li. (2015) A biodegradable and fluorescent nanovehicle with enhanced selective uptake by tumor cells. Polymer Chemistry, 6 (36): (6529-6542). [PMID:] [10.1039/C5PY00795J] |