WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H529115
CAS#: 1000287-05-7
Description: TMC-310911, also known as ASC-09, is an HIV protease inhibitor potentially for the treatment of HIV infection.
Hodoodo Cat#: H529115
Name: TMC-310911
CAS#: 1000287-05-7
Chemical Formula: C38H53N5O7S2
Exact Mass: 755.34
Molecular Weight: 755.990
Elemental Analysis: C, 60.37; H, 7.07; N, 9.26; O, 14.81; S, 8.48
Synonym: TMC-310911; ASC-09; TMC310911; ASC09; TMC 310911; ASC 09
IUPAC/Chemical Name: (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-4-((2-((1-cyclopentylpiperidin-4-yl)amino)-N-isobutylbenzo[d]thiazole)-6-sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate
InChi Key: JQUNFHFWXCXPRK-AMMMHQJVSA-N
InChi Code: InChI=1S/C38H53N5O7S2/c1-25(2)22-43(23-33(44)32(20-26-8-4-3-5-9-26)41-38(45)50-34-24-49-36-30(34)16-19-48-36)52(46,47)29-12-13-31-35(21-29)51-37(40-31)39-27-14-17-42(18-15-27)28-10-6-7-11-28/h3-5,8-9,12-13,21,25,27-28,30,32-34,36,44H,6-7,10-11,14-20,22-24H2,1-2H3,(H,39,40)(H,41,45)/t30-,32-,33+,34-,36+/m0/s1
SMILES Code: O=C(O[C@H]1CO[C@@]2([H])OCC[C@]21[H])N[C@@H](CC3=CC=CC=C3)[C@H](O)CN(S(=O)(C4=CC=C5N=C(NC6CCN(C7CCCC7)CC6)SC5=C4)=O)CC(C)C
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | TMC310911 is a potent HIV type-1 (HIV-1) protease inhibitor with EC50 values ranging from 2.2 nM to 14.2 nM for wild-type HIV-1. |
| In vitro activity: | The in vitro activity of TMC310911 against laboratory HIV strains was evaluated using acutely infected MT4 cells, PBMCs, and M/M cells. The TMC310911 EC50 values against WT HIV-1 ranged from 2.2 to 14 nM, and the corresponding EC90 values ranged from 5.0 to 94.7 nM. The TMC310911 CC50 for MT4 cells was 9.9 μM (interquartile ranges [IQR] = 8.57 to 12.19), with a resulting SI of 692. The TMC310911 EC50 values increased by a median factor of 7 in the presence of 50% human serum. In further analyses of the antiviral activity of TMC310911, an EC50 FC > 4 and an EC50 FC > 10 were used as criteria to describe potential resistance to TMC310911. The TMC310911 EC50 FC was ≤4 for most (82%; n = 1,658) of the 2,011 isolates with decreased susceptibility (FC > 10) to at least one of the current PIs and was between 4 and 10 for 14% (n = 277) of isolates. The activity against a comprehensive panel of PI-resistant mutants and the limited in vitro selection of resistant viruses under drug pressure suggest that TMC310911 represents a potential drug candidate for the management of HIV-1 infection for a broad range of patients, including those with multiple PI resistance. Reference: Antimicrob Agents Chemother. 2011 Dec;55(12):5723-31. https://pubmed.ncbi.nlm.nih.gov/21896904/ |
| In vivo activity: | TBD |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 0.0 | 0.00 |
The following data is based on the product molecular weight 755.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Dierynck I, Van Marck H, Van Ginderen M, Jonckers TH, Nalam MN, Schiffer CA, Raoof A, Kraus G, Picchio G. TMC310911, a novel human immunodeficiency virus type 1 protease inhibitor, shows in vitro an improved resistance profile and higher genetic barrier to resistance compared with current protease inhibitors. Antimicrob Agents Chemother. 2011 Dec;55(12):5723-31. doi: 10.1128/AAC.00748-11. Epub 2011 Sep 6. PMID: 21896904; PMCID: PMC3232804. |
| In vitro protocol: | 1. Dierynck I, Van Marck H, Van Ginderen M, Jonckers TH, Nalam MN, Schiffer CA, Raoof A, Kraus G, Picchio G. TMC310911, a novel human immunodeficiency virus type 1 protease inhibitor, shows in vitro an improved resistance profile and higher genetic barrier to resistance compared with current protease inhibitors. Antimicrob Agents Chemother. 2011 Dec;55(12):5723-31. doi: 10.1128/AAC.00748-11. Epub 2011 Sep 6. PMID: 21896904; PMCID: PMC3232804. |
| In vivo protocol: | TBD |
1: Hoetelmans RM, Dierynck I, Smyej I, Meyvisch P, Jacquemyn B, Marien K, Simmen K, Verloes R. Safety and pharmacokinetics of the HIV-1 protease inhibitor TMC310911 coadministered with ritonavir in healthy participants: results from 2 phase 1 studies. J Acquir Immune Defic Syndr. 2014 Mar 1;65(3):299-305. doi: 10.1097/QAI.0000000000000011. PubMed PMID: 24121757.
2: Dierynck I, Van Marck H, Van Ginderen M, Jonckers TH, Nalam MN, Schiffer CA, Raoof A, Kraus G, Picchio G. TMC310911, a novel human immunodeficiency virus type 1 protease inhibitor, shows in vitro an improved resistance profile and higher genetic barrier to resistance compared with current protease inhibitors. Antimicrob Agents Chemother. 2011 Dec;55(12):5723-31. doi: 10.1128/AAC.00748-11. PubMed PMID: 21896904; PubMed Central PMCID: PMC3232804.
3: Stellbrink HJ, Arastéh K, Schürmann D, Stephan C, Dierynck I, Smyej I, Hoetelmans RM, Truyers C, Meyvisch P, Jacquemyn B, Mariën K, Simmen K, Verloes R. Antiviral activity, pharmacokinetics, and safety of the HIV-1 protease inhibitor TMC310911, coadministered with ritonavir, in treatment-naive HIV-1-infected patients. J Acquir Immune Defic Syndr. 2014 Mar 1;65(3):283-9. doi: 10.1097/QAI.0000000000000003. PubMed PMID: 24121756.
