Cyclopentyl nucleosides

Description:

Nucleoside analogues with a structure that consists of a cyclobutane that is substituted a the 1-position with a hydroxyl group and at the 2- or the 3- position with either a purine or pyrimidine base.

Ancestors:

Organic compounds ⮕ Nucleosides, nucleotides, and analogues ⮕ Nucleoside and nucleotide analogues ⮕ Cyclopentyl nucleosides

Popular Products

Cyclopentenyluracil
CAS: 90597-20-9 Formula: C₁₀H₁₂N₂O₅ Molecular Weight: 240.21

≥99%

Out of Stock Item #: C1306777

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IUPAC Name

1-[(1R,4R,5S)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]pyrimidine-2,4-dione

SMILES

C1=CN(C(=O)NC1=O)[C@@H]2C=C([C@H]([C@H]2O)O)CO

InChIKey
FCWVOJUKQSHZIV-VDAHYXPESA-N

InChI

1S/C10H12N2O5/c13-4-5-3-6(9(16)8(5)15)12-2-1-7(14)11-10(12)17/h1-3,6,8-9,13,15-16H,4H2,(H,11,14,17)/t6-,8-,9+/m1/s1
Cyclopentenyl Cytosine
CAS: 90597-22-1 PubChem CID: 72828 Formula: C₁₀H₁₃N₃O₄ Molecular Weight: 239.23

≥99%

Out of Stock Item #: C1051667

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IUPAC Name

4-amino-1-[(1R,4R,5S)-4,5-dihydroxy-3-(hydroxymethyl)cyclopent-2-en-1-yl]pyrimidin-2-one

SMILES

C1=CN(C(=O)N=C1N)C2C=C(C(C2O)O)CO

InChIKey
DUJGMZAICVPCBJ-VDAHYXPESA-N

InChI

1S/C10H13N3O4/c11-7-1-2-13(10(17)12-7)6-3-5(4-14)8(15)9(6)16/h1-3,6,8-9,14-16H,4H2,(H2,11,12,17)/t6-,8-,9+/m1/s1
Neplanocin A
CAS: 72877-50-0 PubChem CID: 72968 Formula: C₁₁H₁₃N₅O₃ Molecular Weight: 263.25

Out of Stock Item #: N667963

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IUPAC Name

(1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol

SMILES

C1=C(C(C(C1N2C=NC3=C(N=CN=C32)N)O)O)CO

InChIKey
XUGWUUDOWNZAGW-VDAHYXPESA-N

InChI

1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1

Synonyms
Neplanocin A | Neplanocin-A | (1s,2r,5r)-5-(6-amino-9h-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol | (-)-Ne...
(1R,2S,3R)-3-(6-amino-9H-purin-9-yl)cyclopentane-1,2-diol
CAS: 125409-63-4 PubChem CID: 73651 Formula: C₁₀H₁₃N₅O₂ Molecular Weight: 235.24

Out of Stock Item #: R667966

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IUPAC Name

(1R,2S,3R)-3-(6-aminopurin-9-yl)cyclopentane-1,2-diol

SMILES

C1CC(C(C1N2C=NC3=C(N=CN=C32)N)O)O

InChIKey
CZASVOKHBMDKGF-JKMUOGBPSA-N

InChI

1S/C10H13N5O2/c11-9-7-10(13-3-12-9)15(4-14-7)5-1-2-6(16)8(5)17/h3-6,8,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,8+/m1/s1

Synonyms
(1R,2S,3R)-3-(6-amino-9H-purin-9-yl)cyclopentane-1,2-diol | DHCaA | (1R,2S,3R)-3-(6-aminopurin-9-yl)cyclopentane-1,2-...
RX-3117
CAS: 865838-26-2 PubChem CID: 11242315 Formula: C₁₀H₁₂FN₃O₄ Molecular Weight: 257.22

Solid Moligand™ ? ≥98%

Out of Stock Item #: R649062

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Synonyms
TV-1360 | Fluorocyclopentenylcytosine
MRS5698
Moligand™ ?

Out of Stock Item #: M612071

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Technical Identifiers

IUPAC Name

(1S,2R,3S,4R,5S)-4-(6-{[(3-chlorophenyl)methyl]amino}-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-cashow more

SMILES

CNC(=O)[C@@]12C[C@@H]1[C@H]([C@@H]([C@@H]2O)O)n1cnc2c1nc(C#Cc1ccc(c(c1)F)F)nc2NCc1cccc(c1)Cl

InChIKey
LYLLLJJYBWLGHW-CIZVZKTGSA-N

InChI

1S/C28H23ClF2N6O3/c1-32-27(40)28-11-17(28)22(23(38)24(28)39)37-13-34-21-25(33-12-15-3-2-4-16(29)9-15)35-20(36-26(21)37)8-6-14-5-7-18(30)19(31)10-14/h2show more

Synonyms
MRS 5698;MRS-5698
MRS3558
CAS: 793695-40-6 PubChem CID: 11248240

Moligand™ ?

Out of Stock Item #: M612062

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IUPAC Name

(1S,2R,3S,4R,5S)-4-[2-chloro-6-[(3-chlorophenyl)methylamino]purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide

SMILES

CNC(=O)[C@]12C[C@@H]2[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)Cl

InChIKey
GAYWHRPOIWFKIF-DDDALXFXSA-N

InChI

1S/C20H20Cl2N6O3/c1-23-18(31)20-6-11(20)13(14(29)15(20)30)28-8-25-12-16(26-19(22)27-17(12)28)24-7-9-3-2-4-10(21)5-9/h2-5,8,11,13-15,29-30H,6-7H2,1H3,(show more

Synonyms
CF502;MRS 3558;MRS-3558
(N)methanocarba-UTP
Moligand™ ?

Out of Stock Item #: N612322

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IUPAC Name

({[({[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-2,3-dihydroxybicyclo[3.1.0]hexan-1-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phoshow more

SMILES

OC1C(n2ccc(=O)[nH]c2=O)C2C(C1O)(C2)COP(=O)(OP(=O)(OP(=O)(O)O)O)O

InChIKey
XWFVJTIKQWQNID-UHFFFAOYSA-N

InChI

1S/C11H17N2O14P3/c14-6-1-2-13(10(17)12-6)7-5-3-11(5,9(16)8(7)15)4-25-29(21,22)27-30(23,24)26-28(18,19)20/h1-2,5,7-9,15-16H,3-4H2,(H,21,22)(H,23,24)(H,show more
((1S,4R)-4-(2-Amino-6-chloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol hydrochloride
CAS: 172015-79-1 PubChem CID: 23654840 Formula: C₁₁H₁₃Cl₂N₅O Molecular Weight: 302.16

≥95%

In Stock Item #: S587643

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IUPAC Name

[(1S,4R)-4-(2-amino-6-chloropurin-9-yl)cyclopent-2-en-1-yl]methanol;hydrochloride

SMILES

C1C(C=CC1N2C=NC3=C2N=C(N=C3Cl)N)CO.Cl

InChIKey
VZJFPECAPXUELG-HHQFNNIRSA-N

InChI

1S/C11H12ClN5O.ClH/c12-9-8-10(16-11(13)15-9)17(5-14-8)7-2-1-6(3-7)4-18;/h1-2,5-7,18H,3-4H2,(H2,13,15,16);1H/t6-,7+;/m1./s1

Synonyms
C73306 | (1S,4R)-4-(2-Amino-6-chloro-9H-purin-yl)-2-cyclopentene-1-methanol,hcl | [(1S,4R)-4-(2-Amino-6-chloro-9H-pur...
MRS 5698
CAS: 1377273-00-1 PubChem CID: 57523213 Formula: C₂₈H₂₃ClF₂N₆O₃ Molecular Weight: 564.97

Moligand™ ? ≥96%(HPLC)

Out of Stock Item #: M288624

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Technical Identifiers

IUPAC Name

(1S,2R,3S,4R,5S)-4-[6-[(3-chlorophenyl)methylamino]-2-[2-(3,4-difluorophenyl)ethynyl]purin-9-yl]-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamshow more

SMILES

CNC(=O)C12CC1C(C(C2O)O)N3C=NC4=C(N=C(N=C43)C#CC5=CC(=C(C=C5)F)F)NCC6=CC(=CC=C6)Cl

InChIKey
LYLLLJJYBWLGHW-CIZVZKTGSA-N

InChI

1S/C28H23ClF2N6O3/c1-32-27(40)28-11-17(28)22(23(38)24(28)39)37-13-34-21-25(33-12-15-3-2-4-16(29)9-15)35-20(36-26(21)37)8-6-14-5-7-18(30)19(31)10-14/h2show more

Synonyms
(1S,2R,3S,4R,5S)-4-[6-[[(3-Chlorophenyl)methyl]amino]-2-[2-(3,4-difluorophenyl)ethynyl]-9H-purin-9-yl]-2,3-dihydroxy-...
Aristeromycin
CAS: 19186-33-5 Formula: C₁₁H₁₅N₅O₃ Molecular Weight: 265.27

≥97%

Out of Stock Item #: A346973

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IUPAC Name

(1R,2S,3R,5R)-3-(6-aminopurin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol

SMILES

C1[C@@H]([C@H]([C@H]([C@@H]1N2C=NC3=C(N=CN=C32)N)O)O)CO

InChIKey
UGRNVLGKAGREKS-GCXDCGAKSA-N

InChI

1S/C11H15N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h3-6,8-9,17-19H,1-2H2,(H2,12,13,14)/t5-,6-,8-,9+/m1/s1

Synonyms
(+/-)-(1R*,2S*,3R*,5R*)-3-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)-1,2-cyclopentanediol | (1R,2S,3R,5R)-3-(6-amino-9...
Abacavir sulfate
CAS: 188062-50-2 EC Number: 620-488-4 PubChem CID: 441384 Formula: C₁₄H₁₈N₆O·1/2 H₂O₄S Molecular Weight: 335.35

10mM in Water

In Stock Item #: A422295

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IUPAC Name

[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol;sulfuric acid

SMILES

C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.C1CC1NC2=C3C(=NC(=N2)N)N(C=N3)C4CC(C=C4)CO.OS(=O)(=O)O

InChIKey
WMHSRBZIJNQHKT-FFKFEZPRSA-N

InChI

1S/2C14H18N6O.H2O4S/c2*15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h2*1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3show more

Synonyms
Abacavir sulfate | Abacavir sulfate (JAN/USP) | B6091 | Abacavir sulfate racemic [USP-RS] | NSC-760063 | ABACAVIR SUL...

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