Pyrazolopyrimidines

Description:

Compounds containing a pyrazolopyrimidine skeleton, which consists of a pyrazole fused to a pyrimidine. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers. Pyrimidine is 6-membered ring consisting of four carbon atoms and two adjacent nitrogen atoms at the 1- and 3- ring position.

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  1. N-((1R,6R)-6-Amino-2,2-difluorocyclohexyl)-5-methyl-4-(6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl)thiophene-2-carboxamide
    CAS: 1109283-93-3 PubChem CID: 25141108 Formula: C22H23F2N7OS Molecular Weight: 471.54
    Out of Stock Item #: N1316866
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    IUPAC Name
    N-[(1R,6R)-6-amino-2,2-difluorocyclohexyl]-5-methyl-4-[6-(1-methylpyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]thiophene-2-carboxamide
    SMILES
    CC1=C(C=C(S1)C(=O)NC2C(CCCC2(F)F)N)C3=C4N=CC(=CN4N=C3)C5=CN(N=C5)C
    InChIKey
    SFILVHFYISPBOI-IEBWSBKVSA-N
    InChI
    1S/C22H23F2N7OS/c1-12-15(6-18(33-12)21(32)29-19-17(25)4-3-5-22(19,23)24)16-9-28-31-11-13(7-26-20(16)31)14-8-27-30(2)10-14/h6-11,17,19H,3-5,25H2,1-2H3,show more
  2. Carbodenafil
    CAS: 944241-52-5 PubChem CID: 135564767 Formula: C24H32N6O3 Molecular Weight: 452.55
    Out of Stock Item #: C1053119
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    IUPAC Name
    5-[2-ethoxy-5-(4-ethylpiperazine-1-carbonyl)phenyl]-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one
    SMILES
    CCCC1=NN(C2=C1N=C(NC2=O)C3=C(C=CC(=C3)C(=O)N4CCN(CC4)CC)OCC)C
    InChIKey
    BNQTXDVBJLRWNB-UHFFFAOYSA-N
    InChI
    1S/C24H32N6O3/c1-5-8-18-20-21(28(4)27-18)23(31)26-22(25-20)17-15-16(9-10-19(17)33-7-3)24(32)30-13-11-29(6-2)12-14-30/h9-10,15H,5-8,11-14H2,1-4H3,(H,25show more
  3. 3-(2,4-Dimethylpyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidin-3-yl)-N-(3-(methylthio)phenyl)propanamide
    CAS: 902614-04-4 PubChem CID: 20867564
    Out of Stock Item #: D1305740
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    IUPAC Name
    3-(4,6-dimethyl-3,7,8,10-tetrazatricyclo[7.4.0.02,7]trideca-1,3,5,8,10,12-hexaen-5-yl)-N-(3-methylsulfanylphenyl)propanamide
    SMILES
    CC1=C(C(=NC2=C3C=CC=NC3=NN12)C)CCC(=O)NC4=CC(=CC=C4)SC
    InChIKey
    UNCZUEUPSJKHGB-UHFFFAOYSA-N
    InChI
    1S/C21H21N5OS/c1-13-17(9-10-19(27)24-15-6-4-7-16(12-15)28-3)14(2)26-21(23-13)18-8-5-11-22-20(18)25-26/h4-8,11-12H,9-10H2,1-3H3,(H,24,27)
  4. Istisociclib
    CAS: 2416873-83-9 Formula: C16H25N5 Molecular Weight: 287.4
    Out of Stock Item #: I1289663
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    IUPAC Name
    (1S,3S)-3-N-(5-pentan-3-ylpyrazolo[1,5-a]pyrimidin-7-yl)cyclopentane-1,3-diamine
    SMILES
    CCC(CC)C1=NC2=CC=NN2C(=C1)N[C@H]3CC[C@@H](C3)N
    InChIKey
    VYKCLMALANGCDF-STQMWFEESA-N
    InChI
    1S/C16H25N5/c1-3-11(4-2)14-10-16(19-13-6-5-12(17)9-13)21-15(20-14)7-8-18-21/h7-8,10-13,19H,3-6,9,17H2,1-2H3/t12-,13-/m0/s1
  5. 1-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4-ol
    CAS: 5334-56-5 PubChem CID: 135439714 Formula: C6H6N4O Molecular Weight: 150.14
    Out of Stock Item #: M1073949
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    IUPAC Name
    1-methyl-5H-pyrazolo[3,4-d]pyrimidin-4-one
    SMILES
    CN1C2=C(C=N1)C(=O)NC=N2
    InChIKey
    CDJQIJFWTUEUFF-UHFFFAOYSA-N
    InChI
    1S/C6H6N4O/c1-10-5-4(2-9-10)6(11)8-3-7-5/h2-3H,1H3,(H,7,8,11)
  6. 2-Piperidineethanol, 1-[3-ethyl-7-[(3-pyridinylmethyl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]-, (2S)-
    CAS: 779353-02-5 PubChem CID: 25234813
    Out of Stock Item #: P998582
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    IUPAC Name
    2-[(2S)-1-[3-ethyl-7-(pyridin-3-ylmethylamino)pyrazolo[1,5-a]pyrimidin-5-yl]piperidin-2-yl]ethanol
    SMILES
    CCC1=C2N=C(C=C(N2N=C1)NCC3=CN=CC=C3)N4CCCCC4CCO
    InChIKey
    FWKFUJKFJMIJDX-SFHVURJKSA-N
    InChI
    1S/C21H28N6O/c1-2-17-15-24-27-19(23-14-16-6-5-9-22-13-16)12-20(25-21(17)27)26-10-4-3-7-18(26)8-11-28/h5-6,9,12-13,15,18,23,28H,2-4,7-8,10-11,14H2,1H3/show more
  7. 7-Chloro-5-methylpyrazolo[1,5-a]pyrimidine
    CAS: 16082-27-2 Formula: C7H6ClN3 Molecular Weight: 167.59
    Solid ≥95%
    Out of Stock Item #: C724770
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    IUPAC Name
    7-chloro-5-methylpyrazolo[1,5-a]pyrimidine
    SMILES
    CC1=NC2=CC=NN2C(=C1)Cl
    InChIKey
    BJXJEUOXFCAJLA-UHFFFAOYSA-N
    InChI
    1S/C7H6ClN3/c1-5-4-6(8)11-7(10-5)2-3-9-11/h2-4H,1H3
  8. 3-Bromo-1-(tert-butyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
    CAS: 862728-61-8 PubChem CID: 58597145 Formula: C9H12BrN5 Molecular Weight: 270.13
    Out of Stock Item #: B734351
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    IUPAC Name
    3-bromo-1-tert-butylpyrazolo[3,4-d]pyrimidin-4-amine
    SMILES
    CC(C)(C)N1C2=NC=NC(=C2C(=N1)Br)N
    InChIKey
    SOSYGGKAIVNKLX-UHFFFAOYSA-N
    InChI
    1S/C9H12BrN5/c1-9(2,3)15-8-5(6(10)14-15)7(11)12-4-13-8/h4H,1-3H3,(H2,11,12,13)
  9. 1H-Pyrazolo[4,3-d]pyrimidine-5,7-diol
    CAS: 135787-30-3 Formula: C5H4N4O2 Molecular Weight: 152.11
    Out of Stock Item #: H735168
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    IUPAC Name
    1,4-dihydropyrazolo[4,3-d]pyrimidine-5,7-dione
    SMILES
    C1=NNC2=C1NC(=O)NC2=O
    InChIKey
    HUUOMBLAKHBLFV-UHFFFAOYSA-N
    InChI
    1S/C5H4N4O2/c10-4-3-2(1-6-9-3)7-5(11)8-4/h1H,(H,6,9)(H2,7,8,10,11)
  10. 1H-Pyrazolo[3,4-d]pyrimidin-6-amine
    CAS: 287177-82-6 PubChem CID: 19692156 Formula: C5H5N5 Molecular Weight: 135.13
    Solid ≥95%
    Out of Stock Item #: H729610
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    Technical Identifiers
    IUPAC Name
    1H-pyrazolo[3,4-d]pyrimidin-6-amine
    SMILES
    C1=C2C=NNC2=NC(=N1)N
    InChIKey
    SMXRCJBCWRHDJE-UHFFFAOYSA-N
    InChI
    1S/C5H5N5/c6-5-7-1-3-2-8-10-4(3)9-5/h1-2H,(H3,6,7,8,9,10)
    Synonyms
    1,5-dihydro-6H-pyrazolo[3,4-d]pyrimidin-6-imine
  11. SCH900776 S-isomer
    CAS: 891494-64-7 PubChem CID: 46239014 Formula: C15H18BrN7 Molecular Weight: 376.25
    Out of Stock Item #: S732677
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    Technical Identifiers
    IUPAC Name
    6-bromo-3-(1-methylpyrazol-4-yl)-5-[(3S)-piperidin-3-yl]pyrazolo[1,5-a]pyrimidin-7-amine
    SMILES
    CN1C=C(C=N1)C2=C3N=C(C(=C(N3N=C2)N)Br)C4CCCNC4
    InChIKey
    GMIZZEXBPRLVIV-VIFPVBQESA-N
    InChI
    1S/C15H18BrN7/c1-22-8-10(6-19-22)11-7-20-23-14(17)12(16)13(21-15(11)23)9-3-2-4-18-5-9/h6-9,18H,2-5,17H2,1H3/t9-/m0/s1
  12. Pyrazolo[1,5-a]pyrimidine-3-carboxamide
    CAS: 774549-55-2 PubChem CID: 17382655 Formula: C7H6N4O Molecular Weight: 162.15
    Out of Stock Item #: P728934
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    Technical Identifiers
    IUPAC Name
    pyrazolo[1,5-a]pyrimidine-3-carboxamide
    SMILES
    C1=CN2C(=C(C=N2)C(=O)N)N=C1
    InChIKey
    XMRIUEGHBZTNND-UHFFFAOYSA-N
    InChI
    1S/C7H6N4O/c8-6(12)5-4-10-11-3-1-2-9-7(5)11/h1-4H,(H2,8,12)
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