Phosphonoacetic Acid

HCID 546
NotesReactions
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Basic information

CAS
4408-78-0
Standard SMILES
O=C(O)CP(=O)(O)O
InChIKey
XUYJLQHKOGNDPB-UHFFFAOYSA-N
Molecular formula
C2H5O5P
Average molar mass
140.03 g/mol
Monoisotopic mass
139.98746025

Names & identifiers

Preferred name
Phosphonoacetic Acid
IUPAC
2-phosphonoacetic acid
English name
PHOSPHONOACETIC ACID
Molecular formula
C2H5O5P
Molecular weight
140.03

Names & synonyms

Phosphonoacetic acid4408-78-0FosfonetAcetic acid, phosphono-Carboxymethanephosphonic acidPhosphonacetic acidNSC-18205DTXSID2045107CHEBI:15732DTXCID0025107N919E46723NSC18205
Show more names
AURORA KA-1453phosphonaceticacidphosphono-aceticaciEthephon Impurity 11
RefChem:862336Phosphonoacetate, Disodium224-558-12-phosphonoacetic acidphosphonoacetatePHOSPHONOACETICACIDFosfonoacetic acidMFCD00004311

Database identifiers

CAS
4408-78-0
PubChem CID
546
DTXSID
DTXSID2045107
ChEMBL
CHEMBL136061、CHEMBL50300
ChEBI
CHEBI:15732
UNII
N919E46723
EC Number
224-558-1
Nikkaji
J138.397C

Properties

Computed structural properties

XLogP
-2
Topological polar surface area
94.8 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
5
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

Solubility · 2 items

392000

392 mg/mL at 0 °C

Melting Point · 2 items

143-146 °C

143 - 146 °C

Vapor Pressure0.00000067 [mmHg]
Physical Description · 2 items

White crystalline powder; Odorless and hygroscopic; [Alfa Aesar MSDS]

Solid

Collision Cross Section · 2 items

134.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

134.4 Ų [M+Na]+

Physicochemical properties

Melting point
143 · 143-146 °C (lit.)
Boiling point
490.2 · 490.2±47.0 °C(Predicted)
Density
1.858 · 1.858±0.06 g/cm3(Predicted)
refractive index
1.518 · 1.5180 (estimate)
storage temp.
2 · 2-8°C
solubility
100 mg/mL, · water: soluble100mg/mL, clear to very slightly hazy, colorless

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H302 (88.6%): Harmful if swallowed [Warning Acute toxicity, oral]；H314 (11.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (88.6%)；Skin Corr. 1B (11.4%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

Toxicology

Adverse EffectsDermatotoxin - Skin burns.；Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
AJ3278000
ridadr
UN3261
hs_code
29319019
risk_code
22

Chemistry & industry

Pharmacology

ATC Code · 2 items

J - Antiinfectives for systemic use；J05 - Antivirals for systemic use；J05A - Direct acting antivirals；J05AD - Phosphonic acid derivatives；J05AD02 - Fosfonet

QJ - Antiinfectives for systemic use；QJ05 - Antivirals for systemic use；QJ05A - Direct acting antivirals；QJ05AD - Phosphonic acid derivatives；QJ05AD02 - Fosfonet

MeSH Pharmacological Classification · 3 items

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.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

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

Tissue LocationsFibroblasts
Cellular LocationsCytoplasm

Uses & manufacturing

UsesA simple organophosphorus compound that inhibits DNA polymerase, especially in viruses and is used as an antiviral agent. [ChemIDplus]
Applications · 3 items

UsesAntiviral.

UsesPhosphonoacetic acid inhibits deoxyribo nucleic acid polymerase, especially in viruses. It is used as an antiviral agent. Further, it is used in the preparation of 1-(dimethylamino)-2,2-bis[(dimethylimmonio)-methyl]ethene diperchlorate by reacting with phosphorus oxychloride.

UsesPhosphonoacetic acid was used as an inhibitor of viral DNA replication, to investigate the infected cell protein 0 (bICP0) localization in infected low passage bovine cells. It was also used as a phosphorus source for microbial growth in phosphate-independent manner.

Upstream & downstream products

Downstream products

Suppliers61 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海凛南医药科技有限公司15900633975;13262632028
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
湖南嘉航医药科技有限公司85521272 15200744171 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of phosphonic acids that is phosphonic acid in which the hydrogen attached to the phosphorous is replaced by a carboxymethyl group.

Related reactions

5 records
New reaction record

Compound notes

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