CS264222B1 - N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them - Google Patents

N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them Download PDF

Info

Publication number: CS264222B1
Authority: CS; Czechoslovakia
Prior art keywords: formula; compounds; derivatives; bases; evaporated
Prior art date: 1986-07-18

Application number

CS865469A

Other languages

Czech (cs)

English (en)

Other versions

CS546986A1 (en

Inventor

Antonin Rndr Drsc Holy

Ivan Ing Rosenberg

Erik Prof Dr Declercq

Original Assignee

Holy Antonin

Rosenberg Ivan

Erik Prof Dr Declercq

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1986-07-18

Filing date

1986-07-18

Publication date

1989-06-13

1986-07-18 Application filed by Holy Antonin, Rosenberg Ivan, Erik Prof Dr Declercq filed Critical Holy Antonin

1986-07-18 Priority to CS865469A priority Critical patent/CS264222B1/cs

1987-07-16 Priority to NZ221100A priority patent/NZ221100A/xx

1987-07-17 Priority to EP87110399A priority patent/EP0253412B1/fr

1987-07-17 Priority to CA000542404A priority patent/CA1340856C/fr

1987-07-17 Priority to FI873165A priority patent/FI86856C/fi

1987-07-17 Priority to US07/074,900 priority patent/US5142051A/en

1987-07-17 Priority to AT87110399T priority patent/ATE57932T1/de

1987-07-17 Priority to DE8787110399T priority patent/DE3765864D1/de

1987-07-17 Priority to ES198787110399T priority patent/ES2036194T3/es

1987-07-17 Priority to ZA875283A priority patent/ZA875283B/xx

1987-07-17 Priority to IE194487A priority patent/IE60117B1/en

1987-07-17 Priority to DE1997175085 priority patent/DE19775085I2/de

1987-07-17 Priority to DK373487A priority patent/DK170646B1/da

1987-07-17 Priority to AU75759/87A priority patent/AU600002B2/en

1987-07-17 Priority to IL83235A priority patent/IL83235A/xx

1987-07-18 Priority to JP62179877A priority patent/JPH0822866B2/ja

1987-07-18 Priority to KR87007844A priority patent/KR950004179B1/ko

1987-07-19 Priority to EG42/87A priority patent/EG18273A/xx

1987-07-20 Priority to PT85354A priority patent/PT85354B/pt

1988-08-16 Publication of CS546986A1 publication Critical patent/CS546986A1/cs

1989-06-13 Publication of CS264222B1 publication Critical patent/CS264222B1/cs

1990-11-19 Priority to GR90400937T priority patent/GR3002534T3/el

1994-10-11 Priority to US08/320,591 priority patent/US5641763A/en

1995-03-28 Priority to US08/412,398 priority patent/US5869467A/en

1997-10-01 Priority to NL970036C priority patent/NL970036I2/nl

1997-10-21 Priority to LU90155C priority patent/LU90155I2/fr

Links

KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 title claims abstract description 12
238000000034 method Methods 0.000 title abstract description 6
239000002585 base Substances 0.000 claims description 24
-1 pyrimidin-1-yl Chemical group 0.000 claims description 15
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 5
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 4
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 3
150000001340 alkali metals Chemical class 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
125000000848 adenin-9-yl group Chemical group [H]N([H])C1=C2N=C([H])N(*)C2=NC([H])=N1 0.000 claims description 2
229910021529 ammonia Inorganic materials 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
125000004543 purin-7-yl group Chemical group N1=CN=C2N=CN(C2=C1)* 0.000 claims description 2
125000004545 purin-9-yl group Chemical group N1=CN=C2N(C=NC2=C1)* 0.000 claims description 2
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150000001875 compounds Chemical class 0.000 abstract description 56
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238000006243 chemical reaction Methods 0.000 abstract description 13
238000002360 preparation method Methods 0.000 abstract description 11
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230000004060 metabolic process Effects 0.000 description 1
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238000002156 mixing Methods 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
150000003212 purines Chemical class 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
230000007017 scission Effects 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229960000278 theophylline Drugs 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
229940113082 thymine Drugs 0.000 description 1
238000000844 transformation Methods 0.000 description 1
229940035893 uracil Drugs 0.000 description 1
125000000845 uracil-1-yl group Chemical group [*]N1C(=O)N([H])C(=O)C([H])=C1[H] 0.000 description 1
229960003636 vidarabine Drugs 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
- C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Biochemistry (AREA)
General Chemical & Material Sciences (AREA)
Public Health (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
Virology (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)
Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

CS865469A 1986-07-18 1986-07-18 N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them CS264222B1 (en)

Priority Applications (24)

Application Number	Priority Date	Filing Date	Title
CS865469A CS264222B1 (en)	1986-07-18	1986-07-18	N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them
NZ221100A NZ221100A (en)	1986-07-18	1987-07-16	N-phosphonylmethoxyalkyl pyrimidines and purines and pharmaceutical compositions thereof
DE1997175085 DE19775085I2 (de)	1986-07-18	1987-07-17	N-Phosphonylmethoxyalkyl-Derivate von Pyrimidin- und Purinbasen, Verfahren zu ihrer Herstellung und pharmazeutische Zusammensetzungen mit antiviraler Wirkung, die sie enthalten.
AU75759/87A AU600002B2 (en)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof
FI873165A FI86856C (fi)	1986-07-18	1987-07-17	Foerfarande foer framstaellning av n-fosfonylmetoxialkylpyrimidiner och -puriner
US07/074,900 US5142051A (en)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases and a therapeutical composition therefrom with antiviral activity
AT87110399T ATE57932T1 (de)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl-derivate von pyrimidin- und purinbasen, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen mit antiviraler wirkung, die sie enthalten.
DE8787110399T DE3765864D1 (de)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl-derivate von pyrimidin- und purinbasen, verfahren zu ihrer herstellung und pharmazeutische zusammensetzungen mit antiviraler wirkung, die sie enthalten.
ES198787110399T ES2036194T3 (es)	1986-07-18	1987-07-17	Derivados n-fosfonilmetoxialquilicos de bases de pirimidina y purina, metodos para su preparacion y composiciones farmaceuticas basadas en ellos, con actividad antivirica.
ZA875283A ZA875283B (en)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof
IE194487A IE60117B1 (en)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases, methods for their preparation and pharmaceutical compositions therefrom with antiviral activity
EP87110399A EP0253412B1 (fr)	1986-07-18	1987-07-17	Dérivés N-phosphonométhoxyalkyliques de bases de pyrimidine et de purine, leur procédé de préparation, compositions pharmaceutiques les contenant avec activité antivirale
DK373487A DK170646B1 (da)	1986-07-18	1987-07-17	N-fosfonylmetoxyalkylderivater af pyrimidinbaser og purinbaser, fremgangsmåder til fremstilling heraf, samt lægemiddelpræparat med antiviral virkning indeholdende et sådant derivat
CA000542404A CA1340856C (fr)	1986-07-18	1987-07-17	Purines etpyrimidines n-phosphonylmethoxyalkyliques; leur emploi a des fins therapeutiques
IL83235A IL83235A (en)	1986-07-18	1987-07-17	N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof
JP62179877A JPH0822866B2 (ja)	1986-07-18	1987-07-18	プリンおよびピリミジン塩基のｎ−ホスホニルメトキシアルキル誘導体
KR87007844A KR950004179B1 (en)	1986-07-18	1987-07-18	N-phosphonylmethoxyalkye derivatives of pyrimidine and purine bases and a therapeutical composition therefrom with antiviral activity
EG42/87A EG18273A (en)	1986-07-18	1987-07-19	N-phosphonylmethoxyalkyl pyrimidines and purines and therapeutic application thereof
PT85354A PT85354B (pt)	1986-07-18	1987-07-20	Processo de preparacao de derivados n-fosfonilmetoxialquilo de bases pirimidina e purina e de composicoes farmaceuticas que os contem
GR90400937T GR3002534T3 (en)	1986-07-18	1990-11-19	N-phosphonylmethoxyalkyl derivatives of pyrimidine and purine bases, methods for their preparation and pharmaceutical compositions therefrom with antiviral activity
US08/320,591 US5641763A (en)	1986-07-18	1994-10-11	N-phosphonylmethoxyalkyl derivatives of pyrimdine and purine bases and a therapeutical composition therefrom with antiviral activity
US08/412,398 US5869467A (en)	1986-07-18	1995-03-28	9-(2-phosphonylmethoxyethyl) guanine
NL970036C NL970036I2 (nl)	1986-07-18	1997-10-01	N-fosfonylmethoxyalkylderivaten van pyrimidine en purinebasen, werkwijze voor de bereiding hiervan en farmaceutische samenstellingen hiervan met een antivirale activiteit.
LU90155C LU90155I2 (fr)	1986-07-18	1997-10-21	Vistide - cidofovir 75 mg/ml

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CS865469A CS264222B1 (en)	1986-07-18	1986-07-18	N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them

Publications (2)

Publication Number	Publication Date
CS546986A1 CS546986A1 (en)	1988-08-16
CS264222B1 true CS264222B1 (en)	1989-06-13

Family

ID=5399635

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS865469A CS264222B1 (en)	1986-07-18	1986-07-18	N-phosphonylmethoxyalkylderivatives of bases of pytimidine and purine and method of use them

Country Status (21)

Country	Link
US (3)	US5142051A (fr)
EP (1)	EP0253412B1 (fr)
JP (1)	JPH0822866B2 (fr)
KR (1)	KR950004179B1 (fr)
AT (1)	ATE57932T1 (fr)
AU (1)	AU600002B2 (fr)
CA (1)	CA1340856C (fr)
CS (1)	CS264222B1 (fr)
DE (2)	DE19775085I2 (fr)
DK (1)	DK170646B1 (fr)
EG (1)	EG18273A (fr)
ES (1)	ES2036194T3 (fr)
FI (1)	FI86856C (fr)
GR (1)	GR3002534T3 (fr)
IE (1)	IE60117B1 (fr)
IL (1)	IL83235A (fr)
LU (1)	LU90155I2 (fr)
NL (1)	NL970036I2 (fr)
NZ (1)	NZ221100A (fr)
PT (1)	PT85354B (fr)
ZA (1)	ZA875283B (fr)

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1986
- 1986-07-18 CS CS865469A patent/CS264222B1/cs not_active IP Right Cessation
1987
- 1987-07-16 NZ NZ221100A patent/NZ221100A/xx unknown
- 1987-07-17 DE DE1997175085 patent/DE19775085I2/de active Active
- 1987-07-17 FI FI873165A patent/FI86856C/fi not_active IP Right Cessation
- 1987-07-17 ZA ZA875283A patent/ZA875283B/xx unknown
- 1987-07-17 EP EP87110399A patent/EP0253412B1/fr not_active Expired - Lifetime
- 1987-07-17 DK DK373487A patent/DK170646B1/da not_active IP Right Cessation
- 1987-07-17 US US07/074,900 patent/US5142051A/en not_active Expired - Lifetime
- 1987-07-17 AT AT87110399T patent/ATE57932T1/de active
- 1987-07-17 DE DE8787110399T patent/DE3765864D1/de not_active Expired - Lifetime
- 1987-07-17 IL IL83235A patent/IL83235A/xx not_active IP Right Cessation
- 1987-07-17 CA CA000542404A patent/CA1340856C/fr not_active Expired - Lifetime
- 1987-07-17 AU AU75759/87A patent/AU600002B2/en not_active Expired
- 1987-07-17 ES ES198787110399T patent/ES2036194T3/es not_active Expired - Lifetime
- 1987-07-17 IE IE194487A patent/IE60117B1/en not_active IP Right Cessation
- 1987-07-18 JP JP62179877A patent/JPH0822866B2/ja not_active Expired - Lifetime
- 1987-07-18 KR KR87007844A patent/KR950004179B1/ko not_active Expired - Lifetime
- 1987-07-19 EG EG42/87A patent/EG18273A/xx active
- 1987-07-20 PT PT85354A patent/PT85354B/pt unknown
1990
- 1990-11-19 GR GR90400937T patent/GR3002534T3/el unknown
1994
- 1994-10-11 US US08/320,591 patent/US5641763A/en not_active Expired - Lifetime
1995
- 1995-03-28 US US08/412,398 patent/US5869467A/en not_active Expired - Lifetime
1997
- 1997-10-01 NL NL970036C patent/NL970036I2/nl unknown
- 1997-10-21 LU LU90155C patent/LU90155I2/fr unknown

Also Published As

Publication number	Publication date
EP0253412A2 (fr)	1988-01-20
FI86856B (fi)	1992-07-15
IE871944L (en)	1988-01-18
CS546986A1 (en)	1988-08-16
US5641763A (en)	1997-06-24
NL970036I2 (nl)	1998-03-02
DK373487D0 (da)	1987-07-17
DK373487A (da)	1988-01-19
FI873165L (fi)	1988-01-19
GR3002534T3 (en)	1993-01-25
JPS6345289A (ja)	1988-02-26
EP0253412B1 (fr)	1990-10-31
LU90155I2 (fr)	1997-12-22
EG18273A (en)	1992-12-30
CA1340856C (fr)	1999-12-21
US5142051A (en)	1992-08-25
IE60117B1 (en)	1994-06-01
PT85354A (en)	1987-08-01
DE19775085I2 (de)	2004-01-15
FI86856C (fi)	1992-10-26
AU600002B2 (en)	1990-08-02
ES2036194T3 (es)	1993-05-16
ATE57932T1 (de)	1990-11-15
DK170646B1 (da)	1995-11-20
EP0253412A3 (en)	1989-04-26
KR950004179B1 (en)	1995-04-27
AU7575987A (en)	1988-01-21
US5869467A (en)	1999-02-09
ZA875283B (en)	1988-03-30
NZ221100A (en)	1991-09-25
NL970036I1 (nl)	1997-12-01
FI873165A0 (fi)	1987-07-17
DE3765864D1 (de)	1990-12-06
JPH0822866B2 (ja)	1996-03-06
IL83235A0 (en)	1987-12-31
PT85354B (pt)	1990-04-30
KR880001688A (ko)	1988-04-26
IL83235A (en)	1992-11-15

Legal Events

Date	Code	Title	Description
2000-06-30	IF00	In force as of 2000-06-30 in czech republic
2001-09-12	MK4A	Patent expired	Effective date: 20010718

Publication	Publication Date	Title
EP0253412B1 (fr)	1990-10-31	Dérivés N-phosphonométhoxyalkyliques de bases de pyrimidine et de purine, leur procédé de préparation, compositions pharmaceutiques les contenant avec activité antivirale
CA2141589C (fr)	2007-04-17	Analogues de nucleotides enantiomeres antiretroviraux
EP0821690B1 (fr)	2012-06-13	Analogues de nucléotides pour le traitement des infections virales
US7790735B2 (en)	2010-09-07	Methanocarba cycloalkyl nucleoside analogues
EP0206459B1 (fr)	1992-07-15	(Phosphonylméthoxyalkyl)-9-adénines, leur méthode de préparation et leur utilisation
US5321030A (en)	1994-06-14	Creatine analogs having antiviral activity
EP0205826A2 (fr)	1986-12-30	Phosphonylméthoxyalkyl-adénines pour le traitement de maladies à virus
JP2866688B2 (ja)	1999-03-08	プリン誘導体を含有する抗ウィルス剤
JP5584865B2 (ja)	2014-09-10	抗ウイルス薬のための前駆体分子としての新規なヌクレオチド類似体
US6197775B1 (en)	2001-03-06	Phosphonate nucleotide derivatives
EP0138656A1 (fr)	1985-04-24	Pyrophosphates cycliques de nucléosides acycliques de la purine et de la pyrimidine, leur préparation et leur utilisation dans des compositions antivirales
JP2962494B2 (ja)	1999-10-12	新規なシクロブタン誘導体
Chalupová et al.	2005	Synthesis of N 4-Substituted Derivatives of 1-[2-(Phosphonomethoxy) ethyl] cytosine and Its Diisopropyl Ester as a Model Reaction for the Synthesis of N 4-Substituted Derivatives of Cidofovir
Gu et al.	2003	Synthesis and antiviral activity of a series of new cyclohexenyl nucleosides
JP3561272B6 (ja)	2004-12-22	抗レトロウィルス性エナンチオマー性ヌクレオチドアナログ
HK1011998B (en)	2000-10-05	Antiretroviral enantiomeric nucleotide analogs
CS248005B2 (cs)	1987-01-15	Způsob výroby derivátů 9-hydroxyethoxymethylguaninu