A 77003 | CAS# 134878-17-4 | HIV-1 Protease Inhibitor

MedKoo Cat#: 571186 | Name: A 77003

Description:

WARNING: This product is for research use only, not for human or veterinary use.

A 77003 is an antiretroviral agent and HIV-1 protease inhibitor. A77003 impairs HIV-1 protease-mediated Gag processing, interferes with the assembly and maturation of the virus, and leads to an irreversible loss of the infectivity of the virus.

Chemical Structure

A 77003

CAS#134878-17-4

Theoretical Analysis

MedKoo Cat#: 571186

Name: A 77003

CAS#: 134878-17-4

Chemical Formula: C42H56N10O6

Exact Mass: 796.4384

Molecular Weight: 796.97

Elemental Analysis: C, 63.30; H, 7.08; N, 17.58; O, 12.04

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

A 77003; A-77003; A77003; Abbott 77003

IUPAC/Chemical Name

L-Altritol, 1,2,5,6-tetradeoxy-2,5-bis(((2S)-3-methyl-2-(((methyl(2-pyrimidinylmethyl)amino)carbonyl)amino)-1-oxobutyl)amino)-1,6-diphenyl-

InChi Key

RMABAXSUFAXYMQ-ZXLHJDKKSA-N

InChi Code

InChI=1S/C42H56N10O6/c1-27(2)35(49-41(57)51(5)25-33-43-19-13-20-44-33)39(55)47-31(23-29-15-9-7-10-16-29)37(53)38(54)32(24-30-17-11-8-12-18-30)48-40(56)36(28(3)4)50-42(58)52(6)26-34-45-21-14-22-46-34/h7-22,27-28,31-32,35-38,53-54H,23-26H2,1-6H3,(H,47,55)(H,48,56)(H,49,57)(H,50,58)/t31-,32-,35-,36-,37-,38+/m0/s1

SMILES Code

O[C@@H]([C@H]([C@@H](NC([C@@H](NC(N(C)CC1=NC=CC=N1)=O)C(C)C)=O)CC2=CC=CC=C2)O)[C@@H](NC([C@@H](NC(N(C)CC3=NC=CC=N3)=O)C(C)C)=O)CC4=CC=CC=C4

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 796.97 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

1: Bilello JA, Bilello PA, Kort JJ, Dudley MN, Leonard J, Drusano GL. Efficacy of constant infusion of A-77003, an inhibitor of the human immunodeficiency virus type 1 (HIV-1) protease, in limiting acute HIV-1 infection in vitro. Antimicrob Agents Chemother. 1995 Nov;39(11):2523-7. PubMed PMID: 8585738; PubMed Central PMCID: PMC162977. 2: Drusano GL, Prichard M, Bilello PA, Bilello JA. Modeling combinations of antiretroviral agents in vitro with integration of pharmacokinetics: guidance in regimen choice for clinical trial evaluation. Antimicrob Agents Chemother. 1996 May;40(5):1143-7. PubMed PMID: 8723455; PubMed Central PMCID: PMC163280. 3: Ho DD, Toyoshima T, Mo H, Kempf DJ, Norbeck D, Chen CM, Wideburg NE, Burt SK, Erickson JW, Singh MK. Characterization of human immunodeficiency virus type 1 variants with increased resistance to a C2-symmetric protease inhibitor. J Virol. 1994 Mar;68(3):2016-20. PubMed PMID: 8107264; PubMed Central PMCID: PMC236669. 4: Rose RE, Gong YF, Greytok JA, Bechtold CM, Terry BJ, Robinson BS, Alam M, Colonno RJ, Lin PF. Human immunodeficiency virus type 1 viral background plays a major role in development of resistance to protease inhibitors. Proc Natl Acad Sci U S A. 1996 Feb 20;93(4):1648-53. PubMed PMID: 8643685; PubMed Central PMCID: PMC39996. 5: Borman AM, Paulous S, Clavel F. Resistance of human immunodeficiency virus type 1 to protease inhibitors: selection of resistance mutations in the presence and absence of the drug. J Gen Virol. 1996 Mar;77 ( Pt 3):419-26. PubMed PMID: 8601776. 6: Kageyama S, Hoekzema DT, Murakawa Y, Kojima E, Shirasaka T, Kempf DJ, Norbeck DW, Erickson J, Mitsuya H. A C2 symmetry-based HIV protease inhibitor, A77003, irreversibly inhibits infectivity of HIV-1 in vitro. AIDS Res Hum Retroviruses. 1994 Jun;10(6):735-43. PubMed PMID: 8074936. 7: Baldwin ET, Bhat TN, Liu B, Pattabiraman N, Erickson JW. Structural basis of drug resistance for the V82A mutant of HIV-1 proteinase. Nat Struct Biol. 1995 Mar;2(3):244-9. PubMed PMID: 7773792. 8: Mo H, Markowitz M, Majer P, Burt SK, Gulnik SV, Suvorov LI, Erickson JW, Ho DD. Design, synthesis, and resistance patterns of MP-134 and MP-167, two novel inhibitors of HIV type 1 protease. AIDS Res Hum Retroviruses. 1996 Jan 1;12(1):55-61. PubMed PMID: 8825619. 9: Gulnik SV, Suvorov LI, Liu B, Yu B, Anderson B, Mitsuya H, Erickson JW. Kinetic characterization and cross-resistance patterns of HIV-1 protease mutants selected under drug pressure. Biochemistry. 1995 Jul 25;34(29):9282-7. PubMed PMID: 7626598. 10: Kaplan AH, Michael SF, Wehbie RS, Knigge MF, Paul DA, Everitt L, Kempf DJ, Norbeck DW, Erickson JW, Swanstrom R. Selection of multiple human immunodeficiency virus type 1 variants that encode viral proteases with decreased sensitivity to an inhibitor of the viral protease. Proc Natl Acad Sci U S A. 1994 Jun 7;91(12):5597-601. PubMed PMID: 8202533; PubMed Central PMCID: PMC44043. 11: Tisdale M, Myers RE, Maschera B, Parry NR, Oliver NM, Blair ED. Cross-resistance analysis of human immunodeficiency virus type 1 variants individually selected for resistance to five different protease inhibitors. Antimicrob Agents Chemother. 1995 Aug;39(8):1704-10. PubMed PMID: 7486905; PubMed Central PMCID: PMC162812. 12: Patick AK, Rose R, Greytok J, Bechtold CM, Hermsmeier MA, Chen PT, Barrish JC, Zahler R, Colonno RJ, Lin PF. Characterization of a human immunodeficiency virus type 1 variant with reduced sensitivity to an aminodiol protease inhibitor. J Virol. 1995 Apr;69(4):2148-52. PubMed PMID: 7884862; PubMed Central PMCID: PMC188882. 13: Kempf DJ, Marsh KC, Paul DA, Knigge MF, Norbeck DW, Kohlbrenner WE, Codacovi L, Vasavanonda S, Bryant P, Wang XC, et al. Antiviral and pharmacokinetic properties of C2 symmetric inhibitors of the human immunodeficiency virus type 1 protease. Antimicrob Agents Chemother. 1991 Nov;35(11):2209-14. PubMed PMID: 1803993; PubMed Central PMCID: PMC245361. 14: Withers-Ward ES, Amado RG, Koka PS, Jamieson BD, Kaplan AH, Chen IS, Zack JA. Transient renewal of thymopoiesis in HIV-infected human thymic implants following antiviral therapy. Nat Med. 1997 Oct;3(10):1102-9. PubMed PMID: 9334721. 15: Erickson J, Kempf D. Structure-based design of symmetric inhibitors of HIV-1 protease. Arch Virol Suppl. 1994;9:19-29. Review. PubMed PMID: 8032250. 16: Kedes DH, Ganem D. Sensitivity of Kaposi's sarcoma-associated herpesvirus replication to antiviral drugs. Implications for potential therapy. J Clin Invest. 1997 May 1;99(9):2082-6. PubMed PMID: 9151779; PubMed Central PMCID: PMC508037. 17: Powell DJ, Bur D, Wlodawer A, Gustchina A, Payne SL, Dunn BM, Kay J. Expression, characterisation and mutagenesis of the aspartic proteinase from equine infectious anaemia virus. Eur J Biochem. 1996 Oct 15;241(2):664-74. 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