Penciclovir
Penciclovir structure
|
Common Name | Penciclovir | ||
|---|---|---|---|---|
| CAS Number | 39809-25-1 | Molecular Weight | 253.258 | |
| Density | 1.7±0.1 g/cm3 | Boiling Point | 636.7±65.0 °C at 760 mmHg | |
| Molecular Formula | C10H15N5O3 | Melting Point | 275-277°C | |
| MSDS | N/A | Flash Point | 338.9±34.3 °C | |
Use of PenciclovirPenciclovir is reported to be potent against HSV types 1 and 2 with IC50 of 0.04-1.8 μg/mL and 0.06-4.4 μg/mL, respectively. |
Summary: 9-[4-Hydroxy-3-(hydroxymethyl)butyl]guanine, also known as Penciclovir, has a molecular formula of C10H15N5O3 and a molecular weight of 253.26. It is a white crystalline solid with a melting point of 275-277°C. For research-use only, not for medical or clinical usage.
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Penciclovir |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Penciclovir is reported to be potent against HSV types 1 and 2 with IC50 of 0.04-1.8 μg/mL and 0.06-4.4 μg/mL, respectively. |
|---|---|
| Related Catalog | |
| Target |
IC50: 0.04-1.8 μg/mL (HSV-1), 0.06-4.4 μg/mL (HSV-2), 1.6-8 μg/mL (VZV), 1.5-3.1 μg/mL (EBV), 51 μg/mL (HCMV)[1] |
| In Vitro | Penciclovir inhibits herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2), varicella-zoster virus (VZV), epstein-Barr virus (EBV), human cytomegalovirus (HCMV) with IC50 of 0.04-1.8 μg/mL, 0.06-4.4 μg/mL,1.6-8 μg/mL, 1.5-3.1 μg/mL, 51 μg/mL, respectively. Penciclovir (PCV) is an acyclic guanine derivative (which is not commercially available as an oral agent), has a spectrum of activity and a mechanism of action similar to those of acyclovir (ACV)[1]. |
| Cell Assay | Human breast cancer cell lines MCF-7 and MDA-MB-435, glioblastoma U87MG, and embryonic kidney cells 293T are cultured at 37°C in a humidified atmosphere containing 5% CO2 in Iscove’s modified Dulbecco medium or Leibovitz’s L-medium and 5% fetal bovine serum (FBS). The assays are performed with slight modifications. In brief, cells are seeded into 24-well plates (5×104 cells/well) and infected 48 h later with 103 particles per cell of unmodified virus (Adtk), PEGylated virus (PEG-Adtk), or RGD-PEG-modified virus (RGD-PEG-Adtk) in triplicates in culture medium with 2% FBS and incubated for 4 h at 37°C. The incubation medium is then replaced by normal medium and cells are further incubated for 48 h. Cells are harvested and lysed with 500 μL of TK lysis buffer that contained 0.5% Nonidet P-40 (NP-40), 20 mM N-(2-hydroxyethyl) piperazine-N′-(2-ethanesulfonic acid) (HEPES) (pH 7.6), 2 mM Mg(OAc)2, 1 mM dithiothreitol, and 50 μM thymidine. The supernatant is collected after centrifugation. The samples are kept at -80°C until use. The modified and unmodified adenovirus protein concentrations are determined by the Micro BCA assay. One microgram of cell extract is incubated with HSV1-tk substrate 8-3H-Penciclovir (8-3 H-PCV). The phosphorylated tracer is separated from unphosphorylated 8-3 H-PCV with DE-81 filters. TK activity is expressed as the percentage of conversion of substrate per minute per microgram protein[2]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Boiling Point | 636.7±65.0 °C at 760 mmHg |
| Melting Point | 275-277°C |
| Molecular Formula | C10H15N5O3 |
| Molecular Weight | 253.258 |
| Flash Point | 338.9±34.3 °C |
| Exact Mass | 253.117493 |
| PSA | 130.05000 |
| LogP | -3.58 |
| Vapour Pressure | 0.0±2.0 mmHg at 25°C |
| Index of Refraction | 1.749 |
| Storage condition | -20°C Freezer |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Hazard Codes | Xi |
|---|---|
| Risk Phrases | R10:Flammable. |
| Safety Phrases | S16 |
| RIDADR | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| Packaging Group | III |
| Hazard Class | 3.2 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 8 | |
|---|---|
| DownStream 6 | |
![6-chloro-9-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purin-2-amine Structure](https://image.chemsrc.com/caspic/150/97845-59-5.png)
CAS#:97845-59-5
CAS#:97845-60-8![dimethyl 2-[2-(guanin-9-yl)ethyl]malonate Structure](https://image.chemsrc.com/caspic/147/234110-23-7.png)
CAS#:234110-23-7
CAS#:7459-46-3
CAS#:6482-32-2
CAS#:102147-75-1
CAS#:97845-58-4
CAS#:118-00-3![6h-purin-6-one, 1,9-dihydro-9-[3-[[(4-methoxyphenyl)diphenylmethoxy]methyl]-4-[[(4-methylphenyl)sulfonyl]oxy]butyl]-2-[[(4-methoxyphenyl)diphenylmethyl]amino] structure](https://image.chemsrc.com/caspic/070/206067-84-7.png)
CAS#:206067-84-7
CAS#:104227-86-3
CAS#:104227-87-4![[4-(2-amino-6-oxo-3H-purin-9-yl)-2-(hexanoyloxymethyl)butyl] hexanoate structure](https://image.chemsrc.com/caspic/426/97845-74-4.png)
CAS#:97845-74-4![[4-(2-amino-6-oxo-3H-purin-9-yl)-2-(formyloxymethyl)butyl] formate structure](https://image.chemsrc.com/caspic/388/97845-75-5.png)
CAS#:97845-75-5This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Fenistil |
| Vectavir |
| peniciclovir |
| Penciclovirum |
| 9-[4-Hydroxy-3-(hydroxymethyl)butyl]guanine |
| 2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one |
| 2-Amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1,9-dihydro-6H-purin-6-one |
| Penciclovir |
| Adenovir |
| UNII-359HUE8FJC |
| Denavir |
| 2-Amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6H-purin-6-one,BRL-39123 |
| 2-Amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one |
| 2-AMINO-9-[4-HYDROXY-3-(HYDROXYMETHYL)BUTYL]-3,9-DIHYDROPURIN-6-ONE,CERTIFIED REFERENCE MATERIAL |
| MFCD00866931 |
| 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one |
| Pencyclovir |
| 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine |
| 2-Amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3,9-dihydropurin-6-one |
| Famciclovir Impurity 4 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the storage conditions for Penciclovir? |
| A: Storage conditions for Penciclovir: -20°C Freezer. |
| Q: What are the uses of Penciclovir? |
| A: Main uses of Penciclovir: Penciclovir is reported to be potent against HSV types 1 and 2 with IC50 of 0.04-1.8 μg/mL and 0.06-4.4 μg/mL, respectively. |
| Q: What is the CAS number of Penciclovir? |
| A: CAS number of Penciclovir is 39809-25-1. |
| Q: What is the boiling point of Penciclovir? |
| A: Boiling point of Penciclovir is 636.7±65.0 °C at 760 mmHg. |
| Q: What are the downstream products of Penciclovir? |
| A: Related downstream products(CAS) of Penciclovir: 206067-84-7;97845-60-8;104227-86-3;104227-87-4;97845-74-4;97845-75-5. |
| Q: What is the LogP of Penciclovir? |
| A: LogP of Penciclovir is -3.58. |
| Q: What is the melting point of Penciclovir? |
| A: Melting point of Penciclovir is 275-277°C. |
| Q: What are the upstream materials of Penciclovir? |
| A: Related upstream materials(CAS) of Penciclovir: 97845-59-5;97845-60-8;234110-23-7;7459-46-3;6482-32-2;102147-75-1;97845-58-4;118-00-3. |
| Q: What is the polar surface area (PSA) of Penciclovir? |
| A: Polar surface area (PSA) of Penciclovir is 130.05000. |
| Q: What is the English name of Penciclovir? |
| A: The English name of Penciclovir is Penciclovir. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |
| Henan Tianfu Chemical Co., Ltd. |