Vismodegib
- CAS No.
- 879085-55-9
- Chemical Name:
- Vismodegib
- Synonyms
- Vismodegib;GDC-0449;Erivedge;101098;CS-1913;RG 3616;Vimodji;VisModegib Base;Vismodegib 13C7;Vismodegib, >=99%
- CBNumber:
- CB52500590
- Molecular Formula:
- C19H14Cl2N2O3S
- Molecular Weight:
- 421.3
- MOL File:
- 879085-55-9.mol
- Modify Date:
- 2024/8/1 14:13:37
| Melting point | 179-181°C |
|---|---|
| Boiling point | 561.6±50.0 °C(Predicted) |
| Density | 1.440 |
| storage temp. | -20° |
| solubility | Soluble in DMSO (up to 200 mg/ml) or in Ethanol (up to 10 mg/ml with warming) |
| form | White solid. |
| pka | 10.72±0.70(Predicted) |
| color | Off-white or beige |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| InChI | InChI=1S/C19H14Cl2N2O3S/c1-27(25,26)13-6-7-14(17(21)11-13)19(24)23-12-5-8-16(20)15(10-12)18-4-2-3-9-22-18/h2-11H,1H3,(H,23,24) |
| InChIKey | BPQMGSKTAYIVFO-UHFFFAOYSA-N |
| SMILES | C(NC1=CC=C(Cl)C(C2=NC=CC=C2)=C1)(=O)C1=CC=C(S(C)(=O)=O)C=C1Cl |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS08,GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H410-H360-H373-H400 |
| Precautionary statements | P260-P314-P501-P273-P391-P501-P273-P391-P501 |
| HS Code | 29333990 |
Vismodegib Chemical Properties,Uses,Production
Description
In January 2012, the US FDA approved vismodegib (also referred to as GDC-0449) for the treatment of adults with metastatic basal cell carcinoma (BCC), with locally advanced BCC that has recurred following surgery or who are not candidates for surgery or radiation. Vismodegib inhibits the Hh sig?naling pathway by functioning as an antagonist of SMO thereby inhibiting the activation of Hedgehog target genes, resulting in decreased downstream pro?duction of proliferation factors. The IC50 of vismodegib in a Hedgehog?responsive cell line derived from human embryonic palatal mesenchyme cells was 2.8 nM. In preclinical in vivostudies, vismodegib at 12.5 mg/kg (bid) caused complete regression of tumors in a Hh pathway dependent medulloblas?tomaallograft model generated from Ptch+/-mice. A synthesis of vismodegib starting from 2-chloro-5-nitro aniline and employing a Negishi coupling with 2-pyridyl zinc iodide as a key step has been reported.
Chemical Properties
White Solid
Definition
ChEBI: A benzamide obtained by formal condensation between the carboxy group of 2-chloro-4-(methylsulfonyl)benzoic acid and the anilino group of 4-chloro-3-(pyridin-2-yl)aniline. Used for the treatment metastatic basal cell carcinoma.
Vismodegib Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Apicore Pharmaceuticals Pvt Ltd | +91-2662267177 +91-2662267166 | Gujarat, India | 181 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| RXN Chemicals Private Limited | 08069013898Ext 881 | Mumbai, India | 137 | 58 | Inquiry |
| Shijiazhuang Dingmin Pharmaceutical Sciences Co., Ltd. | +86-0311-67591193 +8613931880626 | China | 238 | 58 | Inquiry |
| BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD. | +86-18600796368 +86-18600796368 | China | 97 | 58 | Inquiry |
| Senova Technology Co. Ltd. | +86-0755-86703119 +8618503098836 | China | 350 | 58 | Inquiry |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | China | 29798 | 60 | Inquiry |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21669 | 55 | Inquiry |
Related articles
- What is Vismodegib
- Vismodegib (GDC-0449; Vismo) is a first-in-class, orally administered Hedgehog pathway inhibitor approved in 2012.
- Aug 1，2024