3',5'-cyclic purine nucleotides

Description:

Purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.

Ancestors:

Organic compounds ⮕ Nucleosides, nucleotides, and analogues ⮕ Purine nucleotides ⮕ Cyclic purine nucleotides ⮕ 3',5'-cyclic purine nucleotides

Popular Products

8-Bromoadenosine 3′,5′-cyclic monophosphate
CAS: 23583-48-4 Formula: C₁₀H₁₁BrN₅O₆P Molecular Weight: 408.10

≥98%

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...
8-pCPT-2'-O-Me-cAMP-AM
CAS: 1152197-23-3 PubChem CID: 90488978 Formula: C₂₀H₂₁ClN₅O₈PS Molecular Weight: 557.9

≥99%

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
N⁶ benzyl-cAMP
CAS: 32115-08-5 PubChem CID: 161733

Moligand™ ?

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...
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...
Calcium dibutyryladenosine cyclophosphate
CAS: 362-74-3 Formula: C₁₈H₂₄N₅O₈P Molecular Weight: 469.39

Moligand™ ?

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-Bnz-cAMP sodium salt
CAS: 1135306-29-4 Formula: C₁₇H₁₅N₅NaO₇P Molecular Weight: 455.29

≥98%(HPLC)

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
Guanosine 3',5'-cyclic monophosphate sodium salt (cGMP)
CAS: 40732-48-7 Formula: C₁₀H₁₁N₅NaO₇P Molecular Weight: 367.19

≥99%

In Stock Item #: G276529

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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...
Guanosine 3′,5′-cyclic monophosphate
CAS: 7665-99-8 EC Number: 231-641-6 Formula: C₁₀H₁₂N₅O₇P Molecular Weight: 345.21

Solid Moligand™ ? ≥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...
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™ ? ≥99%

In Stock Item #: C107047

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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...
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt
CAS: 76939-46-3 Formula: C₁₀H₁₀BrN₅NaO₆P Molecular Weight: 430.08

≥99%

In Stock Item #: B304590

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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...
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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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...
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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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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