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Home > Other Heterocycles > 285-58-5
285-58-5 | Bicyclo[3.1.0]hexane
CAS No: 285-58-5 Catalog No: AG002VJQ MDL No:
Product Description
Catalog Number:
AG002VJQ
Chemical Name:
Bicyclo[3.1.0]hexane
CAS Number:
285-58-5
Molecular Formula:
C6H10
Molecular Weight:
82.1436
IUPAC Name:
bicyclo[3.1.0]hexane
InChI:
InChI=1S/C6H10/c1-2-5-4-6(5)3-1/h5-6H,1-4H2
InChI Key:
JAPMJSVZDUYFKL-UHFFFAOYSA-N
SMILES:
C1CC2C(C1)C2
Properties
Complexity:
58.4
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
82.078g/mol
Formal Charge:
0
Heavy Atom Count:
6
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
82.146g/mol
Monoisotopic Mass:
82.078g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5
Literature
| Title | Journal |
|---|---|
| A nucleotide-analogue-induced gain of function corrects the error-prone nature of human DNA polymerase iota. | Journal of the American Chemical Society 20120627 |
| Improved synthesis of C4α- and C4β-methyl analogues of 2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylate. | Organic letters 20120601 |
| Structure-guided design of A(3) adenosine receptor-selective nucleosides: combination of 2-arylethynyl and bicyclo[3.1.0]hexane substitutions. | Journal of medicinal chemistry 20120524 |
| The conformationally constrained N-methanocarba-dT analogue adopts an unexpected C4'-exo sugar pucker in the structure of a DNA hairpin. | Biochemistry 20120403 |
| Stereoselective synthesis of 1-nitrobicyclo[3.1.0]hexanes and fused isoxazoline-N-oxides from primary nitro compounds. | The Journal of organic chemistry 20120302 |
| New bicyclo[3.1.0]hexane unit ent-kaurane diterpene and its seco-derivative from Isodon eriocalyx var. laxiflora. | Organic letters 20120106 |
| Influence of sugar ring conformation on the transportability of nucleosides by human nucleoside transporters. | Chembiochem : a European journal of chemical biology 20111216 |
| Two distinct conformations of GABA locked by embedding in the bicyclo[3.1.0]hexane core structure. | ChemMedChem 20111004 |
| Effect of north bicyclo[3.1.0]hexane 2'-deoxy-pseudosugars on RNA interference: a novel class of siRNA modification. | Chembiochem : a European journal of chemical biology 20110502 |
| (1SR,2RS,3SR,5SR,6RS)-6-[(Z)-1-Acet-oxy-2-phenyl-ethen-yl]-3-eth-oxy-2-phenyl-bicyclo-[3.1.0]hexan-1-yl acetate. | Acta crystallographica. Section E, Structure reports online 20110201 |
| The eminent need for an academic program in universities to teach nanomedicine. | International journal of nanomedicine 20110101 |
| Polyamidoamine (PAMAM) dendrimer conjugate specifically activates the A3 adenosine receptor to improve post-ischemic/reperfusion function in isolated mouse hearts. | BMC pharmacology 20110101 |
| Determination of the absolute configurations of bicyclo[3.1.0]hexane derivatives via electronic circular dichroism, optical rotation dispersion and vibrational circular dichroism spectroscopy and density functional theory calculations. | Organic & biomolecular chemistry 20100821 |
| Metabotropic glutamate receptors: potential drug targets for psychiatric disorders. | The open medicinal chemistry journal 20100101 |
| Functionalized congeners of A3 adenosine receptor-selective nucleosides containing a bicyclo[3.1.0]hexane ring system. | Journal of medicinal chemistry 20091210 |
| Synthesis and conformational analysis of locked carbocyclic analogues of 1,3-diazepinone riboside, a high-affinity cytidine deaminase inhibitor. | The Journal of organic chemistry 20090821 |
| North- and south-bicyclo[3.1.0]hexene nucleosides: the effect of ring planarity on anti-HIV activity. | ChemMedChem 20090801 |
| Molecular recognition in the P2Y(14) receptor: Probing the structurally permissive terminal sugar moiety of uridine-5'-diphosphoglucose. | Bioorganic & medicinal chemistry 20090715 |
| Contrasting behavior of conformationally locked carbocyclic nucleosides of adenosine and cytidine as substrates for deaminases. | Nucleosides, nucleotides & nucleic acids 20090501 |
| Pd(II)/Pd(IV) catalytic enantioselective synthesis of bicyclo[3.1.0]hexanes via oxidative cyclization of enynes. | Journal of the American Chemical Society 20090318 |
| The use of conformationally rigid nucleoside probes to study the role of sugar pucker and nucleobase orientation in the thrombin binding aptamer. | Nucleic acids symposium series (2004) 20090101 |
| Synthesis of enantiomerically pure (S)-methanocarbaribo uracil nucleoside derivatives for use as antiviral agents and P2Y receptor ligands. | The Journal of organic chemistry 20081017 |
| Selective A(3) adenosine receptor antagonists derived from nucleosides containing a bicyclo[3.1.0]hexane ring system. | Bioorganic & medicinal chemistry 20080915 |
| Generation and reaction of a phenyl-substituted cyclopentadienyl cation annelated with two homoadamantene frameworks. | The Journal of organic chemistry 20080718 |
| D-(+)-iso-methanocarbathymidine: a high-affinity substrate for herpes simplex virus 1 thymidine kinase. | ChemMedChem 20080701 |
| Synthesis of bicyclo[3.1.0]hexane derivatives as conformationally restricted analogues of beta-arabinofuranosyl and alpha-galactofuranosyl rings. | Organic letters 20080306 |
| (1R,2R,3R,4R,5S)-2,3-Bis[(2S')-2-acet-oxy-2-phenyl-acet-oxy]-4-azido-1-[(2,4-dinitro-phen-yl)hydrazono-meth-yl]bicyclo-[3.1.0]hexa-ne. | Acta crystallographica. Section E, Structure reports online 20080201 |
| Synthesis and antiviral evaluation of conformationally fixed bicyclohexanyl nucleosides with ethenyl group at C3'-position. | Nucleic acids symposium series (2004) 20080101 |
| 2-(Methoxy-meth-oxy)-1-(4-oxobicyclo-[3.1.0]hexan-1-yl)ethyl 4-nitro-benzoate. | Acta crystallographica. Section E, Structure reports online 20080101 |
| Dihalocarbene insertion reactions into C-H bonds of compounds containing small rings: mechanisms and regio- and stereoselectivities. | The Journal of organic chemistry 20071026 |
| Synthesis of novel bicyclo[4.1.0]heptane and bicyclo[3.1.0]hexane derivatives as melanin-concentrating hormone receptor R1 antagonists. | Bioorganic & medicinal chemistry letters 20070901 |
| Sculpting the bicyclo[3.1.0]hexane template of carbocyclic nucleosides to improve recognition by herpes thymidine kinase. | Journal of the American Chemical Society 20070516 |
| Rearranging the bicyclo[3.1.0]hexane template of carbocyclic nucleosides to improve binding recognition by kinases. | Nucleosides, nucleotides & nucleic acids 20070101 |
| The diagnostic substrate bicyclohexane reveals a radical mechanism for bacterial cytochrome P450 in whole cells. | Angewandte Chemie (International ed. in English) 20061211 |
| Prodrugs of 3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (MGS0039): a potent and orally active group II mGluR antagonist with antidepressant-like potential. | Bioorganic & medicinal chemistry 20060615 |
| Synthesis, in vitro pharmacology, and structure-activity relationships of 2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid derivatives as mGluR2 antagonists. | Bioorganic & medicinal chemistry 20060515 |
| Discovery of orally efficacious melanin-concentrating hormone receptor-1 antagonists as antiobesity agents. Synthesis, SAR, and biological evaluation of bicyclo[3.1.0]hexyl ureas. | Journal of medicinal chemistry 20060406 |
| Synthesis of bicyclo[3.1.0]hexanes functionalized at the tip of the cyclopropane ring. Application to the synthesis of carbocyclic nucleosides. | Organic letters 20060216 |
| Understanding how the herpes thymidine kinase orchestrates optimal sugar and nucleobase conformations to accommodate its substrate at the active site: a chemical approach. | Journal of the American Chemical Society 20051102 |
| Catalytic isomerization of 1,5-enynes to bicyclo[3.1.0]hexenes. | Journal of the American Chemical Society 20040908 |
| Platinum- and gold-catalyzed cycloisomerization reactions of hydroxylated enynes. | Journal of the American Chemical Society 20040721 |
| Carbene fragmentation in the bicyclo[3.1.0]hexyl system: disconnecting the trishomocyclopropenyl cation. | Organic letters 20040318 |
| Synthesis and conformational analysis of a locked analogue of carbovir built on a bicyclo[3.1.0]hex-2-enyl template. | Nucleosides, nucleotides & nucleic acids 20031201 |
| 2-Substitution of adenine nucleotide analogues containing a bicyclo[3.1.0]hexane ring system locked in a northern conformation: enhanced potency as P2Y1 receptor antagonists. | Journal of medicinal chemistry 20031106 |
| Synthesis and biological evaluation of 5-substituted derivatives of the potent antiherpes agent (north)-methanocarbathymine. | Journal of medicinal chemistry 20031106 |
| Novel 12-deoxy-16-hydroxyphorbol diesters isolated from the seed oil of Jatropha curcas. | Journal of natural products 20021001 |
| Studies in bicyclo[3.1.0]hexane methanolysis. Ring opening of activated cyclopropanes under acidic and basic conditions. | The Journal of organic chemistry 20020906 |
| Enantioselective synthesis of bicyclo[3.1.0]hexane carbocyclic nucleosides via a lipase-catalyzed asymmetric acetylation. Characterization of an unusual acetal byproduct. | The Journal of organic chemistry 20020823 |
| Synthesis of conformationally restricted 2',3'-exo-methylene carbocyclic nucleosides built on a bicyclo[3.1.0]hexane template. | Bioorganic & medicinal chemistry 20020701 |
| 3,3-Diphenyl-6-(p-toluenesulfonyl)-6-aza-3-silabicyclo[3.1.0]hexane. | Acta crystallographica. Section C, Crystal structure communications 20010101 |
| Inhibition of (cytosine C5)-methyltransferase by oligonucleotides containing flexible (cyclopentane) and conformationally constrained (bicyclo[3.1.0]hexane) abasic sites. | Nucleosides, nucleotides & nucleic acids 20010101 |
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