Basic information
- CAS
92999-29-6- Standard SMILES
Nc1ncnc2c1ncn2C[C@@H](CO)OCP(=O)(O)O- InChIKey
FRPXSOOHWNMLPH-LURJTMIESA-N- Molecular formula
- C9H14N5O5P
- Average molar mass
- 303.21 g/mol
- Monoisotopic mass
- 303.07325556
Names & identifiers
- Preferred name
- 9-((S)-3-Hydroxy-2-(phosphonomethoxy)propyl)adenine
- IUPAC
- [(2S)-1-(6-aminopurin-9-yl)-3-hydroxypropan-2-yl]oxymethylphosphonic acid
- English name
- 9-((S)-3-Hydroxy-2-(phosphonomethoxy)propyl)adenine
- Molecular formula
- C9H14N5O5P
- Molecular weight
- 303.21
Names & synonyms
HPMPA9-(3-Hydroxy-2-phosphonylmethoxypropyl)adenineCJC8PO1KQ3GS-05779-((S)-3-HYDROXY-2-(PHOSPHONOMETHOXY)PROPYL)ADENINE9-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]adenineRefChem:107488292999-29-6(S)-HPMPA(S)-(((1-(6-Amino-9H-purin-9-yl)-3-hydroxypropan-2-yl)oxy)methyl)phosphonic acid({[(2s)-1-(6-amino-9h-purin-9-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid[(2S)-1-(6-aminopurin-9-yl)-3-hydroxypropan-2-yl]oxymethylphosphonic acid
Show more names
GS 0577(S)-9-(3-Hydroxy-2-phosphonylmethoxypropyl)adenine9-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]-9H-purine-6-amine[[(S)-2-(6-Amino-9H-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]phosphonic acid(S)-[[[1-(6-Amino-9H-purin-9-yl)-3-hydroxy-2-propyl]oxy]methyl]phosphonic Acid[[(1S)-1-(Hydroxymethyl)-2-(6-amino-9H-purine-9-yl)ethoxy]methyl]phosphonic acid
(s)-9-(3-hydroxy-2-phosphonomethoxypropyl)adenine9-(3-Hydroxy-2-phosphonomethoxypropyl)adenineN-(2-Phosphonomethoxyethyladenine)UNII-CJC8PO1KQ3SCHEMBL385752CHEMBL286534GS57DTXSID20239219
Properties
Computed structural properties
- XLogP
- -2.6
- Topological polar surface area
- 157 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 6
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 369
Physicochemical properties
- Melting point
- 255 · 255-257 °C
- Boiling point
- 719.6 · 719.6±70.0 °C(Predicted)
- Density
- 1.91 · 1.91±0.1 g/cm3(Predicted)
- pka
- 2.31 · 2.31±0.10(Predicted)
- InChI
- InChI=1S/C9H14N5O5P/c10-8-7-9(12-3-11-8)14(4-13-7)1-6(2-15)19-5-20(16,17)18/h3-4,6,15H,1-2,5H2,(H2,10,11,12)(H2,16,17,18)/t6-/m0/s1
- InChIKey
- FRPXSOOHWNMLPH-LURJTMIESA-N
- SMILES
- P(CO[C@H](CO)CN1C2C(N=C1)=C(N)N=CN=2)(=O)(O)O
- FDA UNII
- 8 PO1KQ3 · CJC8PO1KQ3
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Description9-((S)-3-Hydroxy-2-(phosphonomethoxy)propyl)adenine [(S)-HPMPA] is a non-cyclic nucleotide analogue that acts as a potent and selective inhibitor of African swine fever virus (ASFV) replication. It has been reported that (S)-HPMPA exerts a specific, dose-dependent inhibitory effect on viral DNA synthesis. Furthermore, (S)-HPMPA also inhibits the production of late viral proteins (particularly IP-73) in ASFV-infected MS and Vero cells[1].
Preparation methods
Preparation9-(S)-(3-Hydroxy-2-phosphonylmethoxypropyl)adenine (HPMPA) was prepared from 9-(S)-(2,3-dihydroxypropyl)adenine (DHPA) via its 3-O-chloromethanephosphonate[2].
Suppliers14 total
Zhengzhou Chemprize Biotech Co., Ltd.+86-86-0371-56768238 +86-15981919713 · [email protected]
宁波亿诺化学品有限公司86-574-27787657 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
杭州辅润医药科技有限公司15658004993 · [email protected]
上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
杭州六可生物科技有限公司+86-0571-86912261 +86-15658003402 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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