Cyclic purine nucleotides

Description:

Purine nucleotides where one ribose group of the hydroxyl moiety and one phosphate group form a ring.

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  1. 8-Bromoadenosine 3′,5′-cyclic monophosphate
    CAS: 23583-48-4 Formula: C10H11BrN5O6P Molecular Weight: 408.10
    Out of Stock Item #: B693917
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    IUPAC Name
    (4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
    SMILES
    C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3Br)N)O)OP(=O)(O1)O
    InChIKey
    DVKQVRZMKBDMDH-UUOKFMHZSA-N
    InChI
    1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
    Synonyms
    8-Br-A-3:5-MP | 8-Br-cAMP | Cyclic 8-bromoadenosine 3',5'-monophosphate | 8-Bromoadenosine 3',5'-monophosphate | 8-br...
  2. 8-pCPT-2'-O-Me-cAMP-AM
    CAS: 1152197-23-3 PubChem CID: 90488978 Formula: C20H21ClN5O8PS Molecular Weight: 557.9
    Out of Stock Item #: P651550
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    IUPAC Name
    [(4aR,6R,7R,7aR)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-7-methoxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-2-yl]oxymeshow more
    SMILES
    CC(=O)OCOP1(=O)OCC2C(O1)C(C(O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)OC
    InChIKey
    FZMWUFYPEVDWPA-SILPBKOMSA-N
    InChI
    1S/C20H21ClN5O8PS/c1-10(27)30-9-32-35(28)31-7-13-15(34-35)16(29-2)19(33-13)26-18-14(17(22)23-8-24-18)25-20(26)36-12-5-3-11(21)4-6-12/h3-6,8,13,15-16,1show more
  3. N⁶ benzyl-cAMP
    CAS: 32115-08-5 PubChem CID: 161733
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: N612425
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    IUPAC Name
    (4aR,6R,7R,7aS)-6-[6-(benzylamino)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one
    SMILES
    O[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c1ncnc2NCc1ccccc1
    InChIKey
    GDDBIAMRTVTOBL-LSCFUAHRSA-N
    InChI
    1S/C17H18N5O6P/c23-13-14-11(7-26-29(24,25)28-14)27-17(13)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23H,6-7H2,(H,24,25)(show more
    Synonyms
    N6-benzyl cyclic AMP | N6 benzyl-cAMP | DTXSID30953994 | (4aR,6R,7R,7aS)-6-[6-(benzylamino)-9H-purin-9-yl]-2,7-dihydr...
  4. N⁶,2′-O-Dibutyryladenosine 3′,5′-cyclic monophosphate sodium salt
    CAS: 16980-89-5 EC Number: 241-059-4 Formula: C18H23N5O8PNa Molecular Weight: 491.37
    ≥95%(HPLC) powder
    Out of Stock Item #: N464165
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    IUPAC Name
    sodium;[(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
    SMILES
    CCCC(=O)NC1=C2C(=NC=N1)N(C=N2)C3C(C4C(O3)COP(=O)(O4)[O-])OC(=O)CCC.[Na+]
    InChIKey
    KRBZRVBLIUDQNG-JBVYASIDSA-M
    InChI
    1S/C18H24N5O8P.Na/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14;/h8-10,14-15,18H,3-7H2,1-2H3,(H,show more
    Synonyms
    Dibutyryl cAMP (sodium salt);DBcAMP (sodium salt) | InChI=1/C6H10O2/c7-6-4-2-1-3-5-8-6/h1-5H | Actosin | Adenosine, N...
  5. Calcium dibutyryladenosine cyclophosphate
    CAS: 362-74-3 Formula: C18H24N5O8P Molecular Weight: 469.39
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: C348074
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    IUPAC Name
    [(4aR,6R,7R,7aR)-6-[6-(butanoylamino)purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl] butanoate
    SMILES
    CCCC(=O)NC1=C2C(=NC=N1)N(C=N2)C3C(C4C(O3)COP(=O)(O4)O)OC(=O)CCC
    InChIKey
    CJGYSWNGNKCJSB-YVLZZHOMSA-N
    InChI
    1S/C18H24N5O8P/c1-3-5-11(24)22-16-13-17(20-8-19-16)23(9-21-13)18-15(30-12(25)6-4-2)14-10(29-18)7-28-32(26,27)31-14/h8-10,14-15,18H,3-7H2,1-2H3,(H,26,2show more
    Synonyms
    Bucladesine [INN] | CHEBI:50095 | Dibutyryl adenosine 3',5'-monophosphate | E?-furo[3,2-d][1,3,2]dioxaphosphinin-2-ol...
  6. 6-Bnz-cAMP sodium salt
    CAS: 1135306-29-4 Formula: C17H15N5NaO7P Molecular Weight: 455.29
    Out of Stock Item #: B287513
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    IUPAC Name
    sodium;N-[9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]purin-6-yl]benzamide
    SMILES
    C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)NC(=O)C5=CC=CC=C5)O)OP(=O)(O1)[O-].[Na+]
    InChIKey
    SPYGSKQRPXISIB-FKVBDRBCSA-M
    InChI
    1S/C17H16N5O7P.Na/c23-12-13-10(6-27-30(25,26)29-13)28-17(12)22-8-20-11-14(18-7-19-15(11)22)21-16(24)9-4-2-1-3-5-9;/h1-5,7-8,10,12-13,17,23H,6H2,(H,25,show more
    Synonyms
    N-Benzoyladenosine cyclic 3',5'-(hydrogen phosphate) monosodium salt
  7. Guanosine 3',5'-cyclic monophosphate sodium salt (cGMP)
    CAS: 40732-48-7 Formula: C10H11N5NaO7P Molecular Weight: 367.19
    In Stock Item #: G276529
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    Technical Identifiers
    IUPAC Name
    sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one
    SMILES
    C1C2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)[O-].[Na+]
    InChIKey
    KMPIYXNEROUNOG-GWTDSMLYSA-M
    InChI
    1S/C10H12N5O7P.Na/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17);/q;+1/p-1/t3-,5-show more
    Synonyms
    BDBM11316 | Guanosine Monophosphate Monosodium Salt | Q27265640 | 6WYT1TNR45 | Guanosine-3':5'-cyclic monophosphate m...
  8. Guanosine 3′,5′-cyclic monophosphate
    CAS: 7665-99-8 EC Number: 231-641-6 Formula: C10H12N5O7P Molecular Weight: 345.21
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: G349525
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    Technical Identifiers
    IUPAC Name
    9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one
    SMILES
    C1C2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)O
    InChIKey
    ZOOGRGPOEVQQDX-UUOKFMHZSA-N
    InChI
    1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
    Synonyms
    3',5'-cGMP | 35G | cyclic gmp | EINECS 231-641-6 | 2-amino-9-[(2S,4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxidotetrahydro-4H-f...
  9. Adenosine 3',5'-Cyclic Monophosphate(3',5'-cAMP)
    CAS: 60-92-4 EC Number: 200-492-9 Formula: C10H12N5O6P Molecular Weight: 329.21
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
    In Stock Item #: C107047
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    Technical Identifiers
    IUPAC Name
    (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
    SMILES
    C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
    InChIKey
    IVOMOUWHDPKRLL-KQYNXXCUSA-N
    InChI
    1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
    Synonyms
    cAMP | bmse000071 | cAMP | Cyclic Monophosphate, Adenosine | 3',5'-cyclic AMP | Adenosine 3',5'-cyclic phosphate | AD...
  10. 8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt
    CAS: 76939-46-3 Formula: C10H10BrN5NaO6P Molecular Weight: 430.08
    In Stock Item #: B304590
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    Technical Identifiers
    IUPAC Name
    sodium;(4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
    SMILES
    C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3Br)N)O)OP(=O)(O1)[O-].[Na+]
    InChIKey
    DMRMZQATXPQOTP-GWTDSMLYSA-M
    InChI
    1S/C10H11BrN5O6P.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14);/q;+1/p-1/t3-,5-,show more
    Synonyms
    8-Br-Camp sodium salt | 8-Br-cAMP sodium | Q27121418 | SMR000326869 | C10H10BrN5NaO6P | HB0090 | 8-Br-cAMP sodium sal...
  11. 8-Bromo-cGMP sodium
    CAS: 51116-01-9 Formula: C10H10BrN5NaO7P Molecular Weight: 446.08
    Solid ≥99%
    Out of Stock Item #: B274678
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    Technical Identifiers
    IUPAC Name
    sodium;9-[(4aR,6R,7R,7aS)-7-hydroxy-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-bromo-1H-purin-6-one
    SMILES
    C1C2C(C(C(O2)N3C4=C(C(=O)NC(=N4)N)N=C3Br)O)OP(=O)(O1)[O-].[Na+]
    InChIKey
    ZJRFCXHKYQVNFK-YEOHUATISA-M
    InChI
    1S/C10H11BrN5O7P.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(22-8)1-21-24(19,20)23-5;/h2,4-5,8,17H,1H2,(H,19,20)(H3,12,14,15,18);/q;+1/p-1/t2-,show more
    Synonyms
    AC-25835 | 8-Bromo-cGMP (sodium) | 8-Bromoguanosine cyclic 3',5'-monophosphate sodium salt | 8-Br-cGMP | 8-Bromoguano...
  12. 8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt
    CAS: 93882-12-3 Formula: C16H14ClN5NaO6PS Molecular Weight: 493.79
    Solid ≥99%
    In Stock Item #: C276526
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    Technical Identifiers
    IUPAC Name
    sodium;(4aR,6R,7R,7aS)-6-[6-amino-8-(4-chlorophenyl)sulfanylpurin-9-yl]-2-oxido-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
    SMILES
    C1C2C(C(C(O2)N3C4=NC=NC(=C4N=C3SC5=CC=C(C=C5)Cl)N)O)OP(=O)(O1)[O-].[Na+]
    InChIKey
    YIJFVHMIFGLKQL-DNBRLMRSSA-M
    InChI
    1S/C16H15ClN5O6PS.Na/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12;/h1-4,6,9,11-12,15,23H,5H2,(H,24,show more
    Synonyms
    8-Cpt-camp | 8-(4-Chlorophenylthio)-cAMP sodium | 8-(4-Chlorophenylthio)-adenosine-3',5'-cyclic monophosphate, sodium...
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