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MedKoo Cat#: 412314 | Name: Cyclobut A

Description:

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

Cyclobut A is a biochemical

Chemical Structure

Cyclobut A
Cyclobut A
CAS#124770-85-0

Theoretical Analysis

MedKoo Cat#: 412314

Name: Cyclobut A

CAS#: 124770-85-0

Chemical Formula: C11H15N5O2

Exact Mass: 249.1226

Molecular Weight: 249.27

Elemental Analysis: C, 53.00; H, 6.07; N, 28.10; O, 12.84

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 #
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Synonym
Cyclobut A; COxt-A; C Oxt-A; C-Oxt-A
IUPAC/Chemical Name
1,2-Cyclobutanedimethanol, 3-(6-amino-9H-purin-9-yl)-, (1alpha,2beta,3alpha)-(+-)-
InChi Key
PYJIWOQTJHPDAK-BWZBUEFSSA-N
InChi Code
InChI=1S/C11H15N5O2/c12-10-9-11(14-4-13-10)16(5-15-9)8-1-6(2-17)7(8)3-18/h4-8,17-18H,1-3H2,(H2,12,13,14)/t6-,7-,8-/m1/s1
SMILES Code
OC[C@@H]1[C@@H](CO)[C@H](N2C=NC3=C(N)N=CN=C23)C1
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
>3 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 249.27 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: Hayashi S, Norbeck DW, Rosenbrook W, Fine RL, Matsukura M, Plattner JJ, Broder S, Mitsuya H. Cyclobut-A and cyclobut-G, carbocyclic oxetanocin analogs that inhibit the replication of human immunodeficiency virus in T cells and monocytes and macrophages in vitro. Antimicrob Agents Chemother. 1990 Feb;34(2):287-94. doi: 10.1128/aac.34.2.287. PMID: 2327778; PMCID: PMC171575. 2: Yang Y, Petersen JL, Wang KK. Cascade radical cyclizations of benzannulated enyne-allenes. Unusual cleavage of a benzene ring leading to twisted 1,1'-dialkyl-9,9'-bifluorenylidenes and spiro[1H-cyclobut[a]indene-1,9'-[9H]fluorenes]. J Org Chem. 2003 Jul 25;68(15):5832-7. doi: 10.1021/jo030147j. PMID: 12868915. 3: Rao SN. Conformations of Cyclobut-A and Cyclobut-G: structural resemblance to nucleosides and incorporation into double helical DNA. J Biomol Struct Dyn. 1992 Feb;9(4):719-32. doi: 10.1080/07391102.1992.10507951. PMID: 1616627. 4: Li H, Zhang HR, Petersen JL, Wang KK. Biradicals from benzoenyne-allenes. Application in the synthesis of 11H-benzo[b]fluoren-11-ols, 1H-cyclobut[a]indenes, and related compounds. J Org Chem. 2001 Oct 5;66(20):6662-8. doi: 10.1021/jo0104577. PMID: 11578218. 5: Norbeck DW, Kern E, Hayashi S, Rosenbrook W, Sham H, Herrin T, Plattner JJ, Erickson J, Clement J, Swanson R, et al. Cyclobut-A and cyclobut-G: broad- spectrum antiviral agents with potential utility for the therapy of AIDS. J Med Chem. 1990 May;33(5):1281-5. doi: 10.1021/jm00167a002. PMID: 2329551. 6: Kulikowski T. Structure-activity relationships and conformational features of antiherpetic pyrimidine and purine nucleoside analogues. A review. Pharm World Sci. 1994 Apr 15;16(2):127-38. doi: 10.1007/BF01880663. PMID: 8032338. 7: Hung LF, Brumbaugh AE, Bhatia G, Marion PL, Hung PP, Norbeck DW, Plattner JJ, Robinson WS. Effects of purine nucleoside analogues with a cyclobutane ring and erythromycin A oxime derivatives on duck hepatitis B virus replication in vivo and in cell culture and HIV-1 in cell culture. J Med Virol. 1991 Nov;35(3):180-6. doi: 10.1002/jmv.1890350307. PMID: 1804929. 8: Rustullet A, Alibés R, de March P, Figueredo M, Font J. Stereoselective route to oxetanocin carbocyclic analogues based on a [2 + 2] photocycloaddition to a chiral 2(5H)-furanone. Org Lett. 2007 Jul 19;9(15):2827-30. doi: 10.1021/ol0710616. Epub 2007 Jun 21. PMID: 17583347. 9: Yang Y, Petersen JL, Wang KK. Polycyclic aromatic compounds via radical cyclizations of benzannulated enyne-allenes derived from Ireland-Claisen rearrangement. J Org Chem. 2003 Oct 31;68(22):8545-9. doi: 10.1021/jo035036z. PMID: 14575484. 10: Maruyama T, Hanai Y, Sato Y, Snoeck R, Andrei G, Hosoya M, Balzarini J, De Clercq E. Synthesis and antiviral activity of carbocyclic oxetanocin analogues (C-OXT-A, C-OXT-G) and related compounds. II. Chem Pharm Bull (Tokyo). 1993 Mar;41(3):516-21. doi: 10.1248/cpb.41.516. PMID: 8386594.

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