Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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T129578-5g | 5g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $105.90 | |
T129578-10g | 10g | In stock | $190.90 | |
T129578-25g | 25g | In stock | $429.90 | |
T129578-100g | 100g | In stock | $1,545.90 | |
T129578-250g | 250g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $3,477.90 | |
T129578-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $6,259.90 |
K + channel blocker
Synonyms | NSC 23813 | Orinase | Tolylsulfonylbutylurea | CAS-64-77-7 | tolbutamide | U 2043 | 3-butyl-1-(4-methylbenzenesulfonyl)urea | DTXCID801359 | N-4-Methylbenzolsulfonyl-N-butylurea | SMR000058363 | Tolbutamida | Tolbutamidum [INN-Latin] | 1-p-Toluenesulfonyl |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | Blocker of ATP-sensitive (KIR6.x) inward rectifier K + channels. |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | BLOCKER, CHANNEL BLOCKER, INHIBITOR |
Mechanism of action | Sulfonylurea receptor 1, Kir6.2 blocker |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Tolbutamide is a sulfonylurea agonist for secretion of insulin by beta-cells. In rat pancreatic beta-cells cultured in the presence of Tolbutamide displayed increased numbers of beta-cells in a dose responsive manner with beta-cell numbers doubling at 100 μg/ml of Tolbutamide. The compound displayed inhibitory action towards beta-cells at concentrations greater than 100 μg/ml. In addition in the presence of low glucose concentrations Tolbutamide’s cytotrophic action was inhibited. On isolated dog pancreas islets Tolbutamide at 180 μM stimulated the release of somatostatin, insulin and Glukagon in the absence of glucose. in all situations the loss of Ca2+ eliminated all effects of Tolbutamide. The compound has been observed to mechanistically enhance the secretion of insulin by highly selective amplification of insulin secretory burst mass. |
ALogP | 2.3 |
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IUPAC Name | 1-butyl-3-(4-methylphenyl)sulfonylurea |
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INCHI | InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15) |
InChi Key | JLRGJRBPOGGCBT-UHFFFAOYSA-N |
Canonical SMILES | CCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)C |
Isomeric SMILES | CCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)C |
PubChem CID | 5505 |
Molecular Weight | 270.35 |
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 |
---|---|---|---|
F2101045 | Certificate of Analysis | Mar 13, 2023 | T129578 |
A2304570 | Certificate of Analysis | Nov 18, 2022 | T129578 |
A2304572 | Certificate of Analysis | Nov 18, 2022 | T129578 |
A2304582 | Certificate of Analysis | Nov 18, 2022 | T129578 |
A2304599 | Certificate of Analysis | Nov 18, 2022 | T129578 |
A2304600 | Certificate of Analysis | Nov 18, 2022 | T129578 |
A2304602 | Certificate of Analysis | Nov 18, 2022 | T129578 |
E2310033 | Certificate of Analysis | Nov 18, 2022 | T129578 |
E2407015 | Certificate of Analysis | Nov 18, 2022 | T129578 |
I2402468 | Certificate of Analysis | Nov 18, 2022 | T129578 |
I2404021 | Certificate of Analysis | Nov 18, 2022 | T129578 |
J2310195 | Certificate of Analysis | Nov 18, 2022 | T129578 |
G2219213 | Certificate of Analysis | Jul 23, 2022 | T129578 |
H1401054 | Certificate of Analysis | May 06, 2022 | T129578 |
Solubility | Soluble in DMSO or 100% ethanol; insoluble in water. |
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Melt Point(°C) | 127 °C |
Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H302:Harmful if swallowed H317:May cause an allergic skin reaction H370:Causes damage to organs H361:Suspected of damaging fertility or the unborn child |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. 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. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P301+P317:IF SWALLOWED: Get medical help. P318:if exposed or concerned, get medical advice. P308+P316:IF exposed or concerned: Get emergency medical help immediately. |
Merck Index | 9507 |
Starting at $160.90
1. Jianzhong Wu, Zhen Zhang, Qimei Wu, Linli Zhang, Zhipeng Chen, Hairong Zhao, Xiumei Wu, Yu Zhao, Chenggui Zhang, Jian Ge, Heng Liu. (2023) Antioxidative effect of Periplaneta americana extract on dextran sulfate sodium-induced ulcerative colitis through activation of the Nrf2 signal. PHARMACEUTICAL BIOLOGY, 61 (1): (949-962). [PMID:37334466] |
2. Li Yingzi, Liu Xiaoyan, Li Ludi, Zhang Tao, Gao Yadong, Zeng Kewu, Wang Qi. (2023) Characterization of the metabolism of eupalinolide A and B by carboxylesterase and cytochrome P450 in human liver microsomes. Frontiers in Pharmacology, 14 [PMID:36762117] |
3. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li. (2023) An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods. Foods, 12 (3): (539). [PMID:36766067] |
4. Xu Wang, Lingwen Dong, Guode Zhao, Weiwei Li, Ying Peng, Jiang Zheng. (2022) 2,3,5,4′-Tetrahydroxy stilbene-2-Ο-β-D-glucoside, a mechanism-based inactivator of CYP2C19 and CYP3A4, potentiates hepatic protein adduction and hepatotoxicity induced by emodin in vivo. CHEMICO-BIOLOGICAL INTERACTIONS, 368 (110234). [PMID:36332690] |
5. Xiaoli Guo, Tingze Ren, Jianchun Ji, Yan Yang, Xin Di. (2022) An alternative analytical strategy based on QuEChERS and dissolvable layered double hydroxide dispersive micro-solid phase extraction for trace determination of sulfonylurea herbicides in wolfberry by LC–MS/MS. FOOD CHEMISTRY, 396 (133652). [PMID:35841677] |
1. Rehmann H. (2012) Epac2: a sulfonylurea receptor?. Biochem Soc Trans, 40 (1): (6-10). [PMID:22260657] |
2. González BJ et al.. (2022) Reduced calcium levels and accumulation of abnormal insulin granules in stem cell models of HNF1A deficiency.. Commun Biol, 5 (779). [PMID:35918471] |
3. Jianzhong Wu, Zhen Zhang, Qimei Wu, Linli Zhang, Zhipeng Chen, Hairong Zhao, Xiumei Wu, Yu Zhao, Chenggui Zhang, Jian Ge, Heng Liu. (2023) Antioxidative effect of Periplaneta americana extract on dextran sulfate sodium-induced ulcerative colitis through activation of the Nrf2 signal. PHARMACEUTICAL BIOLOGY, 61 (1): (949-962). [PMID:37334466] |
4. Li Yingzi, Liu Xiaoyan, Li Ludi, Zhang Tao, Gao Yadong, Zeng Kewu, Wang Qi. (2023) Characterization of the metabolism of eupalinolide A and B by carboxylesterase and cytochrome P450 in human liver microsomes. Frontiers in Pharmacology, 14 [PMID:36762117] |
5. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li. (2023) An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods. Foods, 12 (3): (539). [PMID:36766067] |
6. Xu Wang, Lingwen Dong, Guode Zhao, Weiwei Li, Ying Peng, Jiang Zheng. (2022) 2,3,5,4′-Tetrahydroxy stilbene-2-Ο-β-D-glucoside, a mechanism-based inactivator of CYP2C19 and CYP3A4, potentiates hepatic protein adduction and hepatotoxicity induced by emodin in vivo. CHEMICO-BIOLOGICAL INTERACTIONS, 368 (110234). [PMID:36332690] |
7. Xiaoli Guo, Tingze Ren, Jianchun Ji, Yan Yang, Xin Di. (2022) An alternative analytical strategy based on QuEChERS and dissolvable layered double hydroxide dispersive micro-solid phase extraction for trace determination of sulfonylurea herbicides in wolfberry by LC–MS/MS. FOOD CHEMISTRY, 396 (133652). [PMID:35841677] |