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Foscarnet Sodium

HCID 44561
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
63585-09-1
표준 SMILES
O=C([O-])P(=O)([O-])[O-].[Na+].[Na+].[Na+]
InChIKey
DFHAXXVZCFXGOQ-UHFFFAOYSA-K
분자식
CNa3O5P
평균 분자량
191.95 g/mol
단동위원소 질량
191.91764294

개요

Trisodium phosphonoformate is the trisodium salt of phosphonoformic acid. It is used as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who require concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity. It has a role as an antiviral drug. It is an organic sodium salt and a one-carbon compound. It contains a phosphonatoformate.

이름 및 식별자

우선 이름
Foscarnet Sodium
IUPAC
trisodium;phosphonatoformate
영어명
Foscarnet sodium
분자식
CNa3O5P
분자량
191.95

이름 및 동의어

FOSCARNET SODIUM63585-09-1FoscavirFoscarnet sodicoEHB 776Phosphonoformic acid, trisodium saltPhosphinecarboxylic acid, dihydroxy-, oxide, trisodium saltEHB-776Foscarnet sodium anhydrousfoscarnet de sodio8C5OQ81LWTA-29622
이름 더 보기
FOSCARNETTriaptena29622Foscanet sodiumfoscarnet sodimSODIUM FOSCARNETPhenytion SodiumFOSCARNET SODIUM USP
NSC-313410NSC-758148CHEBI:141644NSC313410RefChem:55233Phosphonoformate Trisodium964YS0OOG1Foscarnet Sodium Hexahydrate

데이터베이스 식별자

CAS
63585-09-1
PubChem CID
44561
DTXSID
DTXSID6023078
ChEMBL
CHEMBL754
ChEBI
CHEBI:141644
UNII
8C5OQ81LWT
EC Number
695-653-7

물성

구조 계산 물성

극성 표면적
103 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
5
회전 가능 결합 수
0
무거운 원자 수
10
형식 전하
0
복잡도
103

실험 및 물리화학적 성질

Human Drugs · 2건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

물리화학적 성질

녹는점
250 ° · >250°
저장 조건
Inert atmosphere,Room Temperature
물리적 상태
Solid
색상
White to off-white
수용성
24.9 mg/mL · ≥ 24.9mg/mL in water
InChI
InChI=1S/CH3O5P.3Na/c2-1(3)7(4,5)6;;;/h(H,2,3)(H2,4,5,6);;;/q;3*+1/p-3
InChIKey
DFHAXXVZCFXGOQ-UHFFFAOYSA-K
SMILES
[Na+].[Na+].[Na+].C(P([O-])([O-])=O)([O-])=O

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 9 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesMuta. 2 (100%)

독성 정보

Drug Induced Liver Injury · 6건

Drug Induced Liver Injury Rank (DILIrank 2.0)

Foscarnet sodium

Ambiguous-DILI-concern

3

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

안전 데이터

독성
LD50 i.p. in mice: 2000-4000 mmol/kg (Eriksson)

화학 및 산업

약리 정보

FDA Pharmacological Classification · 2건

FOSCARNET SODIUM

DNA Polymerase Inhibitors [MoA]; Pyrophosphate Analog DNA Polymerase Inhibitor [EPC]; Chelating Activity [MoA]; Pyrophosphate Analog [EXT]

MeSH Pharmacological Classification · 2건

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template.

용도 및 제조

UsesUse (kg; approx.) in Germany (2009): >100
응용 분야 · 3건

개요Foscamet sodium is a new, injectable antiviral agent useful in the treatment of severe cytomegalovirus retinitis in immunodepressed patients. Foscarnet sodium acts by inhibiting viral-specific DNA polymerases; its side-effects include decreased hemoglobin levels and acute tubular necrosis.

용도Inhibits viral DNA polymerase and reverse transcriptase. Foscarnet is the only antiviral approved by the FDA for the treatment of acyclovir-resistant HSV infections, a growing problem in the AIDS population. Foscarnet does not require HSV-encoded thymidine kinase. Foscarnet therapy reduces the healing time, pain, and viral shedding. It is administered intravenously, 40 mg/kg every 8 to 12 hours within 7 to 10 days in patients suspected of having acyclovir-resistant herpes simplex infection. Foscarnet is administered for 10 days. Associated side effects include azotemia secondary to nephrotoxicity, hyperphosphatemia, hypocalcemia, anemia, nausea, vomiting, and genital ulceration. Patients may eventually develop resistant strains. Preliminary trials indicate that topical 1%foscarnet cream may have some benefit for the treatment of acyclovir-resistant mucocutaneous HSV infection in patients with AIDS.

관련 반응

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화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Nikkaji
J19.447F

일반 설명pyrophosphateanalog that inhibits replication in herpesviruses(CMV, HSV, and VSV) and retroviruses (HIV).Foscarnet(Foscavir) is taken up slowly by the cells and does not undergosignificant intracellular metabolism. Foscarnet is a reversible,noncompetitive inhibitor at the pyrophosphatebindingsite of the viral DNA polymerase and RT. Theultimate effect is inhibition of the cleavage of pyrophosphatefrom deoxynucleotide triphosphates and a cessation ofthe incorporation of nucleoside triphosphates into DNA(with the concomitant release of pyrophosphate).Becausethe inhibition is noncompetitive with respect to nucleosidetriphosphate binding, foscarnet can act synergistically withnucleoside triphosphate antimetabolites (e.g., zidovudineand didanosine triphosphates) in the inhibition of viral DNAsynthesis. Foscarnet does not require bioactivation by viralor cellular enzymes and, hence, can be effective against resistantviral strains that are deficient in virally encoded nucleosidekinases. Foscarnet is a second-line drug for the treatment of retinitiscaused by CMV in patients with AIDS. The drug causesmetabolic abnormalities including increases or decreases inblood Ca2 levels. Nephrotoxicity is common, and this sideeffect precludes the use of foscarnet in other infections causedby herpesvirus or as single-agent therapy for HIV infection.Foscarnet is an excellent ligand for metal ion binding,which undoubtedly contributes to the electrolyte imbalancesobserved with the use of the drug.Hypocalcemia, hypomagnesemia,hypokalemia, and hypophosphatemia and hyperphosphatemiaare observed in patients treated with foscarnet.Side effects such as paresthesias, tetani, seizures, and cardiacarrhythmias may result.

상·하류 제품 정보

상류 원료

시아노인산디에틸에스테르Organic basePhosphonoformic acid trisodium salt hexahydrate클로로포름산에틸Ethyl diethoxyphosphinylformate디에틸에테르디에틸포스파이트브로모클로로디플루오로메탄트리에틸 아인산염수산화나트륨

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추가 설명 · 1건

정의ChEBI: The trisodium salt of phosphonoformic acid. It is used as an antiviral agent in the treatment of cytomegalovirus retinitis (CMV retinitis, an inflamation of the retina that can lead to blindness) and as an alternative to ganciclovir for AIDS patients who r quire concurrent antiretroviral therapy but are unable to tolerate ganciclovir due to haematological toxicity.