Description

Acyclovir (CAS: 59277-89-3) is a synthetic nucleoside analogue with potent antiviral activity, specifically targeting herpes simplex viruses (HSV-1 and HSV-2) and varicella-zoster virus (VZV). Its molecular formula, C₈H₁₁N₅O₃, reflects its guanine-based structure, modified with a hydroxyethoxymethyl side chain to enhance selectivity for viral thymidine kinase. This high-purity compound is widely utilized in pharmaceutical research, antiviral drug development, and clinical applications due to its mechanism of action: competitive inhibition of viral DNA polymerase and incorporation into viral DNA, leading to chain termination.

Available as a white to off-white crystalline powder, our Acyclovir meets stringent pharmacopeial standards (USP, EP, BP) and is suitable for in vitro and in vivo studies. Each batch undergoes rigorous HPLC analysis to ensure ≥99% purity, with traceability via Certificate of Analysis (CoA). Packaging options include amber glass vials or bulk quantities under inert atmosphere to maintain stability. Store at 2-8°C protected from moisture.

Key Applications: Antiviral research, drug formulation, reference standard for quality control, and mechanistic studies of viral replication inhibition.

Properties

• CAS Number: 59277-89-3
• Complexity: 308
• IUPAC Name: 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
• InChI: InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
• InChI Key: MKUXAQIIEYXACX-UHFFFAOYSA-N
• Exact Mass: 225.08618923
• Molecular Formula: C8H11N5O3
• Molecular Weight: 225.20
• SMILES: C1=NC2=C(N1COCCO)N=C(NC2=O)N
• Topological: 115
• Monoisotopic Mass: 225.08618923
• Physical Description: Solid
• Color/Form: Crystals from methanol
• Solubility: 1.41mg/mL at 25°C
• Dissociation Constants: 2.52 and 9.35
• Synonyms: acyclovir, Aciclovir, 59277-89-3, Acycloguanosine, Virorax, Aciclovirum, Zovir, Sitavig, Gerpevir, Hascovir, Aciclovirum [Latin], Acicloftal, Cargosil, Novirus, W-248-U, Aciclovirum [INN-Latin], BW-248U, DRG-0008, CCRIS 1953, CHEBI:2453, NSC 645011, HSDB 6511, UNII-X4HES1O11F, EINECS 261-685-1, X4HES1O11F, NSC-645011, NSC-758477, AVACLYR, DTXSID1022556, Acyclovir [USAN:USP], NSC645011, DTXCID102556, Aciclovirum (Latin), Acyclovir (USAN:USP), ACICLOVIR (IARC), ACICLOVIR [IARC], Aciclovirum (INN-Latin), ACICLOVIR (MART.), ACICLOVIR [MART.], ACYCLOVIR (USP-RS), ACYCLOVIR [USP-RS], ACICLOVIR (EP MONOGRAPH), ACICLOVIR [EP MONOGRAPH], ACYCLOVIR (USP MONOGRAPH), ACYCLOVIR [USP MONOGRAPH], VALACICLOVIR HYDROCHLORIDE IMPURITY B (EP IMPURITY), VALACICLOVIR HYDROCHLORIDE IMPURITY B [EP IMPURITY], Aclovir, VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY B (EP IMPURITY), VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY B [EP IMPURITY], D06BB03, J05AB01, S01AD03, NSC335752, 261-685-1, acv, Zovirax, Vipral, 9-[(2-Hydroxyethoxy)methyl]guanine, Wellcome-248U, 2-Amino-9-((2-hydroxyethoxy)methyl)-1H-purin-6(9H)-one, 9-(2-Hydroxyethoxy)methylguanine, Acyclovir-side chain-2-3H, 9-HYROXYETHOXYMETHYLGUANINE, 9-((2-Hydroxyethoxy)methyl)guanine, MFCD00057880, 2-Amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-6H-purin-6-one, 141294-79-3, Aciclovir [INN], 2-amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one, Acyclovir (Aciclovir), 2-Amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one, 2-Amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one, 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-, ACYCLOVIR-SIDECHAIN-2-3H, Zovirax (TN), 9-[(2-Hydroxyethoxy)-methyl]guanine, 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one, MLS000069633, Activir, 9-(2-Hydroxyethoxymethyl)guanine, 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-, AC2, Acyclovir [USAN], NCGC00015061-02, Aciclovier, SMR000058225, Genvir, Maynar, Zyclir, 2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one, CAS-59277-89-3, 6H-Purin-6-one, 1,9-dihydro-2-amino-9-((2-hydroxyethoxy)methyl)-, 2-amino-9-(2-hydroxyethoxymethyl)purin-6-ol, 2-amino-9-[(2-hydroxyethoxy)methyl]hydropurin-6-one, 2-amino-9-((2-hydroxyethoxy)methyl)-3H-purin-6(9H)-one, Viropump, AcycloFoam, 2-amino-9-((2-hydroxyethoxy)methyl)-1,9-dihydro-6H-purin-6-one, 2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-1H-purin-6-one, Acic, C8H11N5O3, 2-amino-9-{[(2-hydroxyethyl)oxy]methyl}-1,9-dihydro-6H-purin-6-one, Acyclo-V, Acyclovir Lauriad, Acyclovir (USP), 88713-38-6, SR-01000075540, ACV & Pluronic F-68, B-LF& ACV, Acyclovir & Pluronic F-68, Cyclovir, Poviral, Sitavir, Prestwick_6, 1pwy, BW-248-U, Sitavig (TN), Acyclovir (Standard), Spectrum_001739, ACICLOVIR [JAN], ACYCLOVIR [MI], ACYCLOVIR [HSDB], Opera_ID_1674, Prestwick0_000086, Prestwick1_000086, Prestwick2_000086, Prestwick3_000086, Spectrum2_001563, Spectrum3_001874, Spectrum4_000225, Spectrum5_001093, ACYCLOVIR [VANDF], Lopac-A-4669, Aciclovir (JP18/INN), CHEMBL184, A 4669, ACICLOVIR [WHO-DD], ACICLOVIR [WHO-IP], SCHEMBL3175, Lopac0_000037, SCHEMBL40723, ACICLOVIRUM [WHO-IP], BSPBio_000012, BSPBio_003348, KBioGR_000889, KBioSS_002219, BIDD:GT0646, DivK1c_000185, SPECTRUM1503603, SPBio_001466, SPBio_001951, BPBio1_000014, GTPL4829, SCHEMBL9828560, 9(2-hydroxyethoxymethyl)guanine, ACYCLOVIR [ORANGE BOOK], HMS500J07, KBio1_000185, KBio2_002219, KBio2_004787, KBio2_007355, KBio3_002850, NINDS_000185, GLXC-04946, HMS1568A14, HMS1922E08, HMS2090G09, HMS2095A14, HMS2234K21, HMS3259N10, HMS3260G15, HMS3269M15, HMS3372K02, HMS3413D21, HMS3655C14, HMS3677D21, HMS3712A14, HMS5080M09, Pharmakon1600-01503603, 2-amino-9-[(2-hydroxyethoxy)methyl]-3,9-dihydro-6H-purin-6-one, BCP11036, MSK10025, 9-(2-hydroxyethoxy methyl) guanine, Tox21_110075, Tox21_500037, 69657-51-8 (Na salt), BBL009642, BDBM50021776, BDBM50103518, CCG-39909, HY-17422R, NSC758477, NSC780378, s1807, SBB063281, STK796771, STL257059, STL301862, AKOS000656213, AKOS015995680, AKOS022135433, Tox21_110075_1, AC-8068, CS-1353, DB00787, IA58279, KS-1027, LP00037, NC00717, NSC-780378, SDCCGSBI-0050026.P003, Bovine lactoferrin & 2-Amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one, IDI1_000185, SMP1_000007, NCGC00015061-01, NCGC00015061-03, NCGC00015061-04, NCGC00015061-05, NCGC00015061-06, NCGC00015061-07, NCGC00015061-08, NCGC00015061-09, NCGC00015061-10, NCGC00015061-12, NCGC00015061-13, NCGC00015061-28, NCGC00015061-29, NCGC00022426-03, NCGC00093555-01, NCGC00093555-02, NCGC00093555-03, NCGC00093555-04, NCGC00167756-01, NCGC00167756-02, NCGC00260722-01, NCGC00381719-03, HY-17422, ST024744, SY051130, Acycloguanosine, >=99% (HPLC), powder, Aciclovir 1.0 mg/ml in Dimethyl Sulfoxide, 59277-89-3(API), A1915, EU-0100037, NS00009000, SW196324-3, C06810, D00222, EN300-123010, A832236, Q147101, SR-01000075540-1, SR-01000075540-3, SR-01000075540-5, 2-amino-9-[(2-hydroxyethoxy)methyl]-9H-purin-6-ol, 2-azanyl-9-(2-hydroxyethyloxymethyl)-3H-purin-6-one, BRD-K32318651-001-17-9, BRD-K32318651-001-21-1, BRD-K32318651-001-22-9, BRD-K32318651-001-23-7, BRD-K32318651-001-24-5, Aciclovir, British Pharmacopoeia (BP) Reference Standard, F2173-0946, Z1546610471, Aciclovir, European Pharmacopoeia (EP) Reference Standard, 2-Amino-9-(2-hydroxy-ethoxymethyl)-5,9-dihydro-purin-6-one, Acyclovir, United States Pharmacopeia (USP) Reference Standard, 2-Amino-9-(2-hydroxy-ethoxymethyl)-5,9-dihydro-purin-6-one (ACV), 2-Amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one #, ACV; Acycloguanosine; Acyclovir; NSC 645011; NSC-645011; NSC645011, Acyclovir, Pharmaceutical Secondary Standard; Certified Reference Material, Aciclovir for peak identification 1, European Pharmacopoeia (EP) Reference Standard, Aciclovir for peak identification 2, European Pharmacopoeia (EP) Reference Standard, Aciclovir for system suitability, European Pharmacopoeia (EP) Reference Standard, 2-Amino-1 ,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one;Valaciclovir hydrochloride anhydrous impurity B;Acycloguanosine;9-(2- Hydroxyethoxymethyl)guanine, InChI=1/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15

Acyclovir is primarily used as an antiviral agent to treat infections caused by herpes viruses, including genital herpes, cold sores, shingles, and chickenpox. It works by inhibiting viral DNA synthesis, effectively reducing the severity and duration of outbreaks. In research, Acyclovir serves as a critical tool for studying viral replication mechanisms and developing next-generation antiviral therapies. Its low toxicity to host cells makes it a model compound for investigating nucleoside analogues.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

Precautionary Statements

• P203, P264, P270, P280, P301+P317, P302+P352, P317, P318, P321, P330, P362+P364, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (77.9%)
• Eye Irrit. 2A (77.9%)
• STOT SE 3 (71.6%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.