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Cytarabine

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Category Herpes simplex Virus (HSV)
CAS 147-94-4
Description Arabinofuranosyl-cytosine (ara-C) is an inhibitor of DNA synthesis used as an antineoplastic and antiviral. It is a chemotherapy agent used to treat cancers of white blood cells like acute myeloid leukemia (AML) and non-Hodgkin lymphoma.
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Synonyms cytarabine;147-94-4;Ara-C;Cytosine arabinoside;Aracytidine;Arabinocytidine;Cytarabinoside;Spongocytidine;Aracytin;Cytosar-U;Depocyt;Udicil;Arabinofuranosylcytosine;Arabitin;Aracytine;Cytarabina;Tarabine;Arafcyt;Erpalfa;1-beta-D-Arabinofuranosylcytosine;arabinocytosine;Cytarabinum;Cytosine beta-D-arabinofuranoside;DepoCyte;Arabinosylcytosine;Cytarabin;Cytosar;Cytosinearabinoside;Citarabina;Depocyt (liposomal);beta-D-Arabinosylcytosine;Cytosine arabinofuranoside;Alexan;Cytosine beta-D-arabinoside;Cytarabinum [INN-Latin];Arabinoside C;1beta-D-Arabinosylcytosine;4-Amino-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one;Citarabina [INN-Spanish];Cytosine-1-beta-D-arabinofuranoside;AraC;Cytosine arabinose;4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone;1beta-Arabinofuranasylcytosine;Iretin;Cytosine 1-beta-D-arabinofuranoside;1beta-D-Arabinofuranosylcytosine;1-beta-D-Arabinofaranosylcytosine;beta-Arabinosylcytosine;Ara-Cytidine;U 19920A;Beta-cytosine arabinoside;Cytosine-beta-arabinoside;Cytosine-beta-D-arabinofuranoside;cytarabine liposome;1-Arabinofuranosylcytosine;CHX 3311;CCRIS 913;U-19,920;4-amino-1-beta-D-arabinofuranosylpyrimidin-2(1H)-one;Arabinofuranosyl Cytidine;Cytosine, 1-beta-D-arabinosyl-;1-beta-D-Arabinosylcytosine;HSDB 3049;1-beta-D-Arabinofuranosyl-4-amino-2(1H)pyrimidinone;EINECS 205-705-9;1-(arabinofuranosyl)cytosine;Cyclocide;Cytosine, 1-beta-D-arabinofuranosyl-;NSC 287459;UNII-04079A1RDZ;1-beta-arabinofuranosylcytosine;U-19920;Cytosine |A-D-Arabinofuranoside;DTXSID3022877;CHEBI:28680;AI3-52329;(beta-D-Arabinofuranosyl)cytosine;4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidin;04079A1RDZ;2(1H)-Pyrimidinone, 4-amino-1-beta-D-arabinofuranosyl-;MFCD00066487;CHEMBL803;NSC-287459;MK 8242;4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinon;4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one;C9H13N3O5;DTXCID702877;2(1H)-Pyrimidinone, 4-amino-1-.beta.-D-arabinofuranosyl-;AR3;Cytonal;NCI-C04728;VYXEOS COMPONENT CYTARABINE;1-beta-D-arabinofuranosyl-cytosine;4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidine;AC-1075;beta-Ara C;Cytarabine [USAN:USP:INN:BAN:JAN];NCGC00093356-03;2(1H)-Pyrimidinone, 4-amino-1-y-D-arabinofuranosyl- [CAS];Cytarbel;(Arabinofuranosyl)cytosine;Cytarabinum (INN-Latin);Citarabina (INN-Spanish);CYTARABINE (MART.);CYTARABINE [MART.];CYTARABINE (USP-RS);CYTARABINE [USP-RS];Citozar;ara-Cytosine;Cytosine arabinoside (VAN);Tarabine PFS;CYTARABINE (EP MONOGRAPH);CYTARABINE (USP IMPURITY);CYTARABINE [EP MONOGRAPH];CYTARABINE [USP IMPURITY];Cytosine-1-beta-arabinofuranoside;CYTARABINE (USP MONOGRAPH);CYTARABINE [USP MONOGRAPH];Ara-cell;Cytarabine (USAN:USP:INN:BAN:JAN);cytarabine liposome injection;Arabinosyl Cytosine;Cytosine, beta-D-arabinoside;CAS-147-94-4;SMR000449317;Depocyt (TN);Arabinoside, Cytosine;4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;Cytartbine;Arabine;1-.beta.-D-Arabinofuranosylcytosine;Cytarabine; 4-amino-1-beta-d-arabinofuranosylpyrimidin-2(1H)-one;SR-01000075773;NSC287459;4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinon [Czech];4-Amino-1-arabinofuranosyl-2-oxo-1,2-dihydropyrimidin [Czech];1-(beta-d-arabinofuranosyl)cytosine;1-.beta.-D-arabinofuranosyl-cytosine;4-Amino-1-b-D-arabinofuranosyl-2-(1H)-pyrimidinone;U-19920 A;cytarabine ocphosphate;1-beta-D-Arabinofuranosylcytosine, Cytosine Arabinoside;beta -arabinosylcytosine;Arabinofuranosylcytosine?;CYTARABINE [MI];U 19920;CYTARABINE [INN];CYTARABINE [JAN];CYTARABINE [HSDB];CYTARABINE [USAN];beta -cytosine arabinoside;beta -D-arabinosylcytosine;Cytosine-beta -arabinoside;CYTARABINE [VANDF];SCHEMBL3140;1beta -D-Arabinosylcytosine;CYTARABINE [WHO-DD];CYTARABINE [WHO-IP];BIDD:PXR0139;Lopac0_000316;MLS000758310;MLS001066340;MLS001424023;1-beta-D-Arabinosyl-Cytosine;BIDD:GT0371;CYTARABINE [EMA EPAR];Cytosine, beta -D-arabinoside;1beta -Arabinofuranasylcytosine;Cytarabine (JP18/USP/INN);GTPL4827;1-ss-D-Arabinofuranosylcytosine;2(1H)-Pyrimidinone, 4-amino-1beta-D-arabinofuranosyl-;CYTARABINE [ORANGE BOOK];SCHEMBL22591193;SCHEMBL23152019;1beta -D-Arabinofuranosylcytosine;BETA-CYTOSINE, ARABINOSIDE;L01BC01;Cytosine, 1-beta -D-arabinosyl-;1-beta -d-arabinofuranosylcytosine;1-beta-D-arabinofuranosyl cytosine;Cytosine-beta -D-arabinofuranoside;HMS2051K19;HMS2090A18;HMS2230M16;HMS3713N12;1-beta -D-Arabinofaranosylcytosine;CYTARABINE LIPOSOME [VANDF];CYTARABINUM [WHO-IP LATIN];BCP02876;Tox21_111203;Tox21_301971;BDBM50087289;CCG-51297;s1648;AKOS007930145;AKOS015896896;AM84428;Cytosine, 1-beta -D-arabinofuranosyl-;DB00987;KS-5063;NC00070;SDCCGSBI-0050304.P002;NCGC00093356-04;NCGC00093356-05;NCGC00093356-06;NCGC00093356-19;NCGC00142483-02;NCGC00255381-01;1(BETA-D-ARABINOFURANOSYL)CYTOSINE;BA164339;HY-13605;SRI-10828-19;SRI-10828-20;SRI-10828_24;WR-28453;SL-000002;U 19,920A;C2035;NS00005949;SW197450-5;C02961;D00168;EN300-118320;1-BETA-D-ARABINOFURANOSYLCYTOSINE; ARA-C;A808710;Q180983;SR-01000721860;J-520199;J-700005;J-700166;SR-01000075773-3;SR-01000075773-5;SR-01000721860-6;U 19,920;1-beta -D-Arabinofuranosyl-4-amino-2(1H)pyrimidinone;2(1H)-Pyrimidinone, 4-amino-1- -D-arabinofuranosyl;BRD-K33106058-001-07-7;BRD-K33106058-001-16-8;BRD-K33106058-003-20-6;1-BETA-D-ARABINOSYL-4-AMINO-2(1H)PYRIMIDINONE;2(1H)-Pyrimidinone, 4-amino-1beta -D-arabinofuranosyl-;Cytosine -D-arabinofuranoside;Cytosine Arabinoside;Ara-C;Z1511499171;2(1H)-Pyrimidinone, 4-amino-1-beta -D-arabinofuranosyl-;Cytarabine, European Pharmacopoeia (EP) Reference Standard;Cytarabine, United States Pharmacopeia (USP) Reference Standard;Cytosine beta-D-arabinofuranoside, crystalline, >=90% (HPLC);Cytosine beta-D-arabinofuranoside, Vetec(TM) reagent grade, 90%;Cytarabine, Pharmaceutical Secondary Standard; Certified Reference Material;4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one;Cytosine -D-arabinofuranoside hydrochloride;Cytosine Arabinoside hydrochloride;Ara-C hydrochloride;
IUPAC Name 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Molecular Weight 243.22
Molecular Formula C9H13N3O5
Canonical SMILES O=C1N=C(C=CN1[C@H]2[C@@H](O)[C@H](O)[C@@H](CO)O2)N
InChI InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChIKey UHDGCWIWMRVCDJ-CCXZUQQUSA-N
Boiling Point 545.7±60.0°C at 760 mmHg
Melting Point >210°C (dec.)
Purity ≥95%
Density 1.89±0.1 g/cm3
Solubility Soluble in DMSO (Slightly, Heated), Ethanol (Slightly), Methanol (Slightly, Heated), Water
Appearance Solid
Application Arabinofuranosyl-cytosine (ara-C) is an inhibitor of DNA synthesis.
Storage Store at -20°C

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