cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine

Modify Date: 2025-08-24 00:00:05

cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine Structure
cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine structure
Common Name cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine
CAS Number 127757-45-3 Molecular Weight 261.17200
Density 1.83g/cm3 Boiling Point 495.6ºC at 760mmHg
Molecular Formula C8H12N3O5P Melting Point N/A
MSDS N/A Flash Point 253.5ºC

 Use of cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine


Cyclic HPMPC is a potent antiviral agent. Cyclic HPMPC can increase arterial oxygen saturation levels in lethal vaccinia virus (IHD strain)-infected mice. Cyclic HPMPC improves the outcome of congenital guinea pig cytomegalovirus (GPCMV) infection and decreases viral replication in guinea pig model[1][2].

 Names

Name 4-amino-1-[[(5S)-2-hydroxy-2-oxo-1,4,2λ5-dioxaphosphinan-5-yl]methyl]pyrimidin-2-one
Synonym More Synonyms

  Biological Activity

Description Cyclic HPMPC is a potent antiviral agent. Cyclic HPMPC can increase arterial oxygen saturation levels in lethal vaccinia virus (IHD strain)-infected mice. Cyclic HPMPC improves the outcome of congenital guinea pig cytomegalovirus (GPCMV) infection and decreases viral replication in guinea pig model[1][2].
Related Catalog
Target

Vaccinia virus, GPCMV[1]

 Chemical & Physical Properties

Density 1.83g/cm3
Boiling Point 495.6ºC at 760mmHg
Molecular Formula C8H12N3O5P
Molecular Weight 261.17200
Flash Point 253.5ºC
Exact Mass 261.05100
PSA 127.47000
Vapour Pressure 3.57E-11mmHg at 25°C
Index of Refraction 1.709
InChIKey YXQUGSXUDFTPLL-LURJTMIESA-N
SMILES Nc1ccn(CC2COP(=O)(O)CO2)c(=O)n1

 Synthetic Route

~%

cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine Structure

cyclic-1-(3-hyd...

CAS#:127757-45-3

Literature: Beadle, James R.; Hartline, Caroll; Aldern, Kathy A.; Rodriguez, Natalie; Harden, Emma; Kern, Earl R.; Hostetler, Karl Y. Antimicrobial Agents and Chemotherapy, 2002 , vol. 46, # 8 p. 2381 - 2386

~%

cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine Structure

cyclic-1-(3-hyd...

CAS#:127757-45-3

Literature: Holy, Antonin; Rosenberg, Ivan; Dvorakova, Hana Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 9 p. 2470 - 2501

~%

cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine Structure

cyclic-1-(3-hyd...

CAS#:127757-45-3

Literature: Holy, Antonin; Rosenberg, Ivan; Dvorakova, Hana Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 9 p. 2470 - 2501

 Precursor & DownStream

Precursor  2

DownStream  0

 Bioassay

View more

Name: Antiviral activity against Punta Toro virus in Vero cells reduction of virus-induced ...
Source: ChEMBL
Target: Punta Toro virus
External Id: CHEMBL900343
Name: Cytotoxicity against HeLa cells assessed as alteration in morphology after 3 days
Source: ChEMBL
Target: HeLa
External Id: CHEMBL900315
Name: Cytotoxicity against Vero cells assessed as alteration in morphology after 3 days
Source: ChEMBL
Target: Vero
External Id: CHEMBL900344
Name: Cytotoxicity against C3H cells assessed as alteration in morphology after 3 days
Source: ChEMBL
Target: N/A
External Id: CHEMBL900345
Name: Antiviral activity against RSV in HeLa cells assessed as reduction of virus-induced c...
Source: ChEMBL
Target: Respiratory syncytial virus
External Id: CHEMBL900339
Name: Antiviral activity against Parainfluenza 3 in Vero cells reduction of virus-induced c...
Source: ChEMBL
Target: Human respirovirus 3
External Id: CHEMBL900340
Name: Antiviral activity against Reovirus 1 in Vero cells reduction of virus-induced cytopa...
Source: ChEMBL
Target: Mammalian orthoreovirus 1
External Id: CHEMBL900341
Name: Antiviral activity against Sindbis virus in Vero cells reduction of virus-induced cyt...
Source: ChEMBL
Target: Sindbis virus
External Id: CHEMBL900342
Name: Antiviral activity against Murine polyomavirus PTA in mouse UC1B cells assessed as re...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL921192
Name: Antiviral activity against HSV1 KOS infected in HFF cells incubated for 3 days by pla...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL1931883
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 Synonyms

cyclic cidofovir
cCDV
cyclic HPMPC
Chpmpc
GS 930
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