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MedKoo Cat#: 526319 | Name: SCH51048

Description:

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

SCH 51048 is an orally active broad spectrum antifungal.

Chemical Structure

SCH51048
SCH51048
CAS#161532-65-6

Theoretical Analysis

MedKoo Cat#: 526319

Name: SCH51048

CAS#: 161532-65-6

Chemical Formula: C37H42F2N8O3

Exact Mass: 684.3348

Molecular Weight: 684.79

Elemental Analysis: C, 64.90; H, 6.18; F, 5.55; N, 16.36; O, 7.01

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
SCH 51048; SCH51048; SCH-51048.
IUPAC/Chemical Name
(-)-cis-4-(4-(4-(4-(5R-(2,4-Difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)tetrahydrofuran-3R-ylmethoxy)phenyl)piperazin-1-yl)phenyl)-2-(1-ethylpropyl)-3,4-dihydro-2H-1,2,4-triazol-3-one
InChi Key
BMKBIULMMCNXJA-BIVWHZKVSA-N
InChi Code
InChI=1S/C37H42F2N8O3/c1-3-28(4-2)47-37(48)46(25-42-47)31-8-6-29(7-9-31)43-15-17-44(18-16-43)30-10-12-32(13-11-30)50-36(34-14-5-27(38)20-35(34)39)26-19-33(49-22-26)21-45-24-40-23-41-45/h5-14,20,23-26,28,33,36H,3-4,15-19,21-22H2,1-2H3/t26-,33-,36?/m1/s1
SMILES Code
O=C1N(C(CC)CC)N=CN1C2=CC=C(N3CCN(C4=CC=C(OC(C5=CC=C(F)C=C5F)[C@H]6CO[C@@H](CN7N=CN=C7)C6)C=C4)CC3)C=C2
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

Preparing Stock Solutions

The following data is based on the product molecular weight 684.79 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.

Recalculate based on batch purity %
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: Nomeir AA, Pramanik BN, Heimark L, Bennett F, Veals J, Bartner P, Hilbert M, Saksena A, McNamara P, Girijavallabhan V, Ganguly AK, Lovey R, Pike R, Wang H, Liu YT, Kumari P, Korfmacher W, Lin CC, Cacciapuoti A, Loebenberg D, Hare R, Miller G, Pickett C. Posaconazole (Noxafil, SCH 56592), a new azole antifungal drug, was a discovery based on the isolation and mass spectral characterization of a circulating metabolite of an earlier lead (SCH 51048). J Mass Spectrom. 2008 Apr;43(4):509-17. PubMed PMID: 18059003. 2: Bennett F, Saksena AK, Lovey RG, Liu YT, Patel NM, Pinto P, Pike R, Jao E, Girijavallabhan VM, Ganguly AK, Loebenberg D, Wang H, Cacciapuoti A, Moss E, Menzel F, Hare RS, Nomeir A. Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5]. Bioorg Med Chem Lett. 2006 Jan 1;16(1):186-90. PubMed PMID: 16260134. 3: Lovey RG, Saksena AK, Girijavallabhan VM, Blundell P, Guzik H, Loebenberg D, Parmegiani RM, Cacciapuoti A. Synthesis and antifungal activity of the 2,2,5-tetrahydrofuran regioisomers of SCH 51048. Bioorg Med Chem Lett. 2002 Jul 8;12(13):1739-42. PubMed PMID: 12067550. 4: Allendoerfer R, Loebenberg D, Rinaldi MG, Graybill JR. Evaluation of SCH51048 in an experimental model of pulmonary aspergillosis. Antimicrob Agents Chemother. 1995 Jun;39(6):1345-8. PubMed PMID: 7574528; PubMed Central PMCID: PMC162739. 5: Clemons KV, Homola ME, Stevens DA. Activities of the triazole SCH 51048 against Coccidioides immitis in vitro and in vivo. Antimicrob Agents Chemother. 1995 May;39(5):1169-72. PubMed PMID: 7625808; PubMed Central PMCID: PMC162703. 6: Sugar AM, Picard M. Treatment of murine pulmonary blastomycosis with SCH 51048, a broad-spectrum triazole antifungal agent. Antimicrob Agents Chemother. 1995 Apr;39(4):996-7. PubMed PMID: 7786012; PubMed Central PMCID: PMC162670. 7: Karyotakis NC, Dignani MC, Anaissie EJ. SCH 51048, a new antifungal triazole active against hematogenous Candida krusei infections in neutropenic mice. Antimicrob Agents Chemother. 1995 Mar;39(3):775-7. PubMed PMID: 7793892; PubMed Central PMCID: PMC162625.

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