Pyrazolo[1,5-a]pyrimidines

Description:

Aromatic heterocyclic compounds containing a pyrazolo[3,4-d]pyrimidine ring system, which consists of a pyrazole ring fused to and sharing exactly one nitrogen atom with a pyrimidine ring.

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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. 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)
  3. 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
  4. 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
  5. 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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    Technical Identifiers
    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
  6. 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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    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
  7. 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)
  8. Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate
    CAS: 61098-37-1 PubChem CID: 12366074 Formula: C9H8ClN3O2 Molecular Weight: 225.63
    Out of Stock Item #: E726737
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    IUPAC Name
    ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate
    SMILES
    CCOC(=O)C1=NC2=CC=NN2C(=C1)Cl
    InChIKey
    XZOUEGUVGJXUHL-UHFFFAOYSA-N
    InChI
    1S/C9H8ClN3O2/c1-2-15-9(14)6-5-7(10)13-8(12-6)3-4-11-13/h3-5H,2H2,1H3
  9. Ethyl 3-bromo-7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate
    CAS: 43024-63-1 PubChem CID: 18526368
    Out of Stock Item #: E729335
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    IUPAC Name
    ethyl 3-bromo-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-6-carboxylate
    SMILES
    CCOC(=O)C1=CN=C2C(=CNN2C1=O)Br
    InChIKey
    LXWMEORHWAYXKN-UHFFFAOYSA-N
    InChI
    1S/C9H8BrN3O3/c1-2-16-9(15)5-3-11-7-6(10)4-12-13(7)8(5)14/h3-4,12H,2H2,1H3
  10. 6-Aminopyrazolo[1,5-a]pyrimidine
    CAS: 1018125-39-7 EC Number: 834-813-4 PubChem CID: 25247836 Formula: C6H6N4 Molecular Weight: 134.14
    Solid ≥97%
    Out of Stock Item #: A731527
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    Technical Identifiers
    IUPAC Name
    pyrazolo[1,5-a]pyrimidin-6-amine
    SMILES
    C1=C2N=CC(=CN2N=C1)N
    InChIKey
    QBONEWMRHLTZCX-UHFFFAOYSA-N
    InChI
    1S/C6H6N4/c7-5-3-8-6-1-2-9-10(6)4-5/h1-4H,7H2
    Synonyms
    Pyrazolo[1,5-a]pyrimidin-6-amine
  11. 4,7-dihydro-7-oxopyrazolo[1,5-a]pyrimidine-6-carboxylicacid
    CAS: 197367-75-2 PubChem CID: 16106426 Formula: C7H5N3O3 Molecular Weight: 179.14
    Out of Stock Item #: D728654
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    Technical Identifiers
    IUPAC Name
    7-oxo-1H-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid
    SMILES
    C1=CNN2C1=NC=C(C2=O)C(=O)O
    InChIKey
    BUHKSVAVVBZSKM-UHFFFAOYSA-N
    InChI
    1S/C7H5N3O3/c11-6-4(7(12)13)3-8-5-1-2-9-10(5)6/h1-3,9H,(H,12,13)
  12. 3-Bromo-7-chloropyrazolo[1,5-a]pyrimidine
    CAS: 877173-84-7 EC Number: 863-312-3 PubChem CID: 21897627 Formula: C6H3BrClN3 Molecular Weight: 232.47
    Solid ≥98%
    Out of Stock Item #: B730247
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    Technical Identifiers
    IUPAC Name
    3-bromo-7-chloropyrazolo[1,5-a]pyrimidine
    SMILES
    C1=C(N2C(=C(C=N2)Br)N=C1)Cl
    InChIKey
    LZWBPGVLNBNKSM-UHFFFAOYSA-N
    InChI
    1S/C6H3BrClN3/c7-4-3-10-11-5(8)1-2-9-6(4)11/h1-3H
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