Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H4O2 |
Molecular Weight | 60.052 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)=O
InChI
InChIKey=QTBSBXVTEAMEQO-UHFFFAOYSA-N
InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)
Molecular Formula | C2H4O2 |
Molecular Weight | 60.052 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
StereoComments | testing |
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=39de0239-a4f6-45b0-a3cf-c6fba941c08ehttp://www.accessdata.fda.gov/drugsatfda_docs/label/2011/022041s008s009lbl.pdfCurator's Comment: description was created based on several sources, including
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=39de0239-a4f6-45b0-a3cf-c6fba941c08ehttp://www.accessdata.fda.gov/drugsatfda_docs/label/2011/022041s008s009lbl.pdf
Curator's Comment: description was created based on several sources, including
Hydroxocobalamin (also hydroxycobalamin, OHCbl) is a natural form, or vitamer, of vitamin B12. It is a member of the cobalamin family of compounds. Hydroxocobalamin, the active ingredient in Cyanokit, is cobinamide dihydroxide dihydrogen phosphate (ester), mono (inner salt), 3’-ester with 5,6-dimethyl-1-α-D-ribofuranosyl-1H-benzimidazole. The drug substance is the hydroxylated active form of vitamin B12 and is a large molecule in which a trivalent cobalt ion is coordinated in four positions by a tetrapyrol (or corrin) ring. It is a hygroscopic, odorless, dark red, crystalline powder that is freely soluble in water and ethanol, and practically insoluble in acetone and diethyl ether. Cyanokit contains hydroxocobalamin, an antidote indicated for the treatment of known or suspected cyanide poisoning. Cyanide is an extremely toxic poison. In the absence of rapid and adequate treatment, exposure to a high dose of cyanide can result in death within minutes due to the inhibition of cytochrome oxidase resulting in arrest of cellular respiration. Specifically, cyanide binds rapidly with cytochrome a3, a component of the cytochrome c oxidase complex in mitochondria. Inhibition of cytochrome a3 prevents the cell from using oxygen and forces anaerobic metabolism, resulting in lactate production, cellular hypoxia and metabolic acidosis. In massive acute cyanide poisoning, the mechanism of toxicity may involve other enzyme systems as well. Signs and symptoms of acute systemic cyanide poisoning may develop rapidly within minutes, depending on the route and extent of cyanide exposure. The action of Cyanokit is based on its ability to bind cyanide ions. Each hydroxocobalamin molecule can bind one cyanide ion by substituting it for the hydroxo ligand linked to the trivalent cobalt ion, to form cyanocobalamin, which is then excreted in the urine.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2117062https://www.ncbi.nlm.nih.gov/pubmed/14668053
Curator's Comment: Acetic acid was shown to cross the blood brain barrier in rats.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: cyanide ions |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | CYANOKIT Approved UseCyanokit contains hydroxocobalamin, an antidote indicated for the treatment of known or suspected cyanide poisoning. (1.1) If clinical suspicion of cyanide poisoning is high, Cyanokit should be administered without delay. (1.2) The expert advice of a regional poison control center may be obtained by calling 1-800-222-1222. (1.2) 1.1 Indication Cyanokit is indicated for the treatment of known or suspected cyanide poisoning. 1.2 Identifying Patients with Cyanide Poisoning Cyanide poisoning may result from inhalation, ingestion, or dermal exposure to various cyanide-containing compounds, including smoke from closed-space fires. Sources of cyanide poisoning include hydrogen cyanide and its salts, cyanogenic plants, aliphatic nitriles, and prolonged exposure to sodium nitroprusside. The presence and extent of cyanide poisoning are often initially unknown. There is no widely available, rapid, confirmatory cyanide blood test. Treatment decisions must be made on the basis of clinical history and signs and symptoms of cyanide intoxication. If clinical suspicion of cyanide poisoning is high, Cyanokit should be administered without delay. Table 1 Common Signs and Symptoms of Cyanide Poisoning Symptoms Signs Headache Altered Mental Status (e.g., confusion,disorientation) Confusion Seizures or Coma Dyspnea Mydriasis Chest tightness Tachypnea / Hyperpnea (early) Nausea Bradypnea / Apnea (late) Hypertension (early) / Hypotension (late) Cardiovascular collapse Vomiting Plasma lactate concentration ≥ 8 mmol/L In some settings, panic symptoms including tachypnea and vomiting may mimic early cyanide poisoning signs. The presence of altered mental status (e.g., confusion and disorientation) and/or mydriasis is suggestive of true cyanide poisoning although these signs can occur with other toxic exposures as well. The expert advice of a regional poison control center may be obtained by calling 1-800-222-1222. Smoke Inhalation Not all smoke inhalation victims will have cyanide poisoning and may present with burns, trauma, and exposure to other toxic substances making a diagnosis of cyanide poisoning particularly difficult. Prior to administration of Cyanokit, smoke-inhalation victims should be assessed for the following: Exposure to fire or smoke in an enclosed area Presence of soot around the mouth, nose or oropharynx Altered mental status Although hypotension is highly suggestive of cyanide poisoning, it is only present in a small percentage of cyanide-poisoned smoke inhalation victims. Also indicative of cyanide poisoning is a plasma lactate concentration ≥ 10 mmol/L (a value higher than that typically listed in the table of signs and symptoms of isolated cyanide poisoning because carbon monoxide associated with smoke inhalation also contributes to lactic acidemia). If cyanide poisoning is suspected, treatment should not be delayed to obtain a plasma lactate concentration. 1.3 Use with Other Cyanide Antidotes Caution should be exercised when administering other cyanide antidotes simultaneously with Cyanokit, as the safety of co-administration has not been established. If a decision is made to administer another cyanide antidote with Cyanokit, these drugs should not be administered concurrently in the same intravenous line. [see Dosage and Administration (2.3) Launch Date2006 |
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Curative | VOSOL Approved UseFor the treatment of superficial infections of the external auditory canal caused by organisms susceptible to the action of the antimicrobial. Launch Date1960 |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4511.6 μM × h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/8699553 |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROXOCOBALAMIN plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
26.2 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/8699553 |
5 g single, intravenous dose: 5 g route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROXOCOBALAMIN plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
20 mg 1 times / day multiple, intramuscular Dose: 20 mg, 1 times / day Route: intramuscular Route: multiple Dose: 20 mg, 1 times / day Sources: |
unhealthy, 13 years n = 1 Health Status: unhealthy Age Group: 13 years Sex: M Population Size: 1 Sources: |
|
20 g single, intravenous Highest studied dose Dose: 20 g Route: intravenous Route: single Dose: 20 g Sources: |
unhealthy, 26.9 years n = 1 Health Status: unhealthy Age Group: 26.9 years Sex: M Population Size: 1 Sources: |
|
5 g single, intravenous Overdose |
unhealthy, 3 years n = 1 Health Status: unhealthy Condition: cyanide toxicity Age Group: 3 years Sex: F Population Size: 1 Sources: |
|
5 g single, intravenous |
unhealthy, 62 years n = 1 Health Status: unhealthy Condition: Vasoplegic Syndrome Age Group: 62 years Sex: M Population Size: 1 Sources: |
|
2000 ug 2 times / day multiple, oral Dose: 2000 ug, 2 times / day Route: oral Route: multiple Dose: 2000 ug, 2 times / day Sources: |
unhealthy, adult n = 8 Health Status: unhealthy Condition: pernicious anaemia Age Group: adult Population Size: 8 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Purification and characterization of the nocardial acetylesterase involved in 2-butanone degradation. | 1974 Dec |
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Metabolism of resorcinylic compounds by bacteria. Purification and properties of acetylpyruvate hydrolase from Pseudomonas putida 01. | 1975 May 25 |
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Modification of drug action by hyperammonemia. | 1984 Apr |
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Prevention of methionine and ammonia-induced coma by intravenous infusion of a branched chain amino acid solution to rats with liver injury. | 1984 Oct |
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Disruption of the blood-brain barrier in hyperammonemic coma and the pharmacologic effects of dexamethasone and difluoromethyl ornithine. | 1985 |
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Location and sequence of the todF gene encoding 2-hydroxy-6-oxohepta-2,4-dienoate hydrolase in Pseudomonas putida F1. | 1991 Jul 31 |
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Cloning and sequencing of the gene which encodes the highly inducible acetamidase of Mycobacterium smegmatis. | 1993 Mar |
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Acceleration of ulcer healing by cholecystokinin (CCK): role of CCK-A receptors, somatostatin, nitric oxide and sensory nerves. | 1999 Jun 30 |
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Conversion of 4-hydroxyacetophenone into 4-phenyl acetate by a flavin adenine dinucleotide-containing Baeyer-Villiger-type monooxygenase. | 2000 Dec |
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Antinociceptive properties of the methanolic extract and two triterpenes isolated from Epidendrum Mosenii stems (Orchidaceae). | 2000 Jan 21 |
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Brain dystrophin-glycoprotein complex: persistent expression of beta-dystroglycan, impaired oligomerization of Dp71 and up-regulation of utrophins in animal models of muscular dystrophy. | 2001 |
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Acetyl-CoA synthetase 2, a mitochondrial matrix enzyme involved in the oxidation of acetate. | 2001 Apr 6 |
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Exploring infection of wheat and carbohydrate metabolism in Mycosphaerella graminicola transformants with differentially regulated green fluorescent protein expression. | 2001 Feb |
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Structure of manganese diacetate tetrahydrate and low-temperature methyl-group dynamics. | 2001 Feb |
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Pharmacodynamic effects and plasma pharmacokinetics of single doses of cetrorelix acetate in healthy premenopausal women. | 2001 Feb |
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Biodistribution of radiolabeled [(3)H] CMT-3 in rats. | 2001 Feb |
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Lipase-catalyzed irreversible transesterification of 1-(2-furyl)ethanol using isopropenyl acetate. | 2001 Feb |
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Effect of acetate on glycogen replenishment in liver and skeletal muscles after exhaustive swimming in rats. | 2001 Feb |
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Construction of acetate auxotrophs of Neisseria meningitidis to study host-meningococcal endotoxin interactions. | 2001 Feb 23 |
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Computational studies on nonenzymatic and enzymatic pyridoxal phosphate catalyzed decarboxylations of 2-aminoisobutyrate. | 2001 Feb 6 |
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Clostridium hungatei sp. nov., a mesophilic, N2-fixing cellulolytic bacterium isolated from soil. | 2001 Jan |
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Cation-exchange purification of mutagenized bovine beta-casein expressed in transgenic mouse milk: its putative Asn68-linked glycan is heterogeneous. | 2001 Jan |
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Effect of ruminal vs postruminal administration of degradable protein on utilization of low-quality forage by beef steers. | 2001 Jan |
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Immunobiology of the reproductive tract in a female baboon. | 2001 Jan |
|
Insecticidal activity of common reagents for insect foreign bodies of the ear. | 2001 Jan |
|
Physical stability of the blue pigments formed from geniposide of gardenia fruits: effects of pH, temperature, and light. | 2001 Jan |
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N(delta)-(5-hydroxy-4,6-dimethylpyrimidine-2-yl)-l-ornithine, a novel methylglyoxal-arginine modification in beer. | 2001 Jan |
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Structure and dynamics of high molecular weight glutenin subunits of durum wheat (Triticum durum) in water and alcohol solutions studied by electron paramagnetic resonance and circular dichroism spectroscopies. | 2001 Jan |
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New analogues of bradykinin containing a conformationally restricted dipeptide fragment in their molecules. | 2001 Jan |
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Purification and characterization of a cellulase from the ruminal fungus Orpinomyces joyonii cloned in Escherichia coli. | 2001 Jan |
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Three types of K(+) currents in murine osteocyte-like cells (MLO-Y4). | 2001 Jan |
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Iron-induced changes in pyruvate metabolism of Tritrichomonas foetus and involvement of iron in expression of hydrogenosomal proteins. | 2001 Jan |
|
Early assessment of regional myocardial blood flow and metabolism in thrombolysis in myocardial infarction flow grade 3 reperfused myocardial infarction using carbon-11-acetate. | 2001 Jan |
|
Effects of zinc acetate on splenocytes of endotoxemic mice: enhanced immune response, reduced apoptosis, and increased expression of heat shock protein 70. | 2001 Jan |
|
Adjunctive testing for cervical cancer in low resource settings with visual inspection, HPV, and the Pap smear. | 2001 Jan |
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Comparison of histological compositions and apoptosis in canine spontaneous benign prostatic hyperplasia treated with androgen suppressive agents chlormadinone acetate and finasteride. | 2001 Jan |
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Energetics of growth and penicillin production in a high-producing strain of Penicillium chrysogenum. | 2001 Jan 20 |
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Optimised determination of clobazam in human plasma with extraction and high-performance liquid chromatography analysis. | 2001 Jan 5 |
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S-methyl-N,N-diethylthiocarbamate sulfoxide elicits neuroprotective effect against N-methyl-D-aspartate receptor-mediated neurotoxicity. | 2001 Jan-Feb |
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Salt accumulation resulting from base added for pH control, and not ethanol, limits growth of Thermoanaerobacteriumthermosaccharolyticum HG-8 at elevated feed xylose concentrations in continuous culture. | 2001 Jan-Feb |
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Production of ethanol and xylitol from corn cobs by yeasts. | 2001 Mar |
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Large-scale enzymatic production of natural flavour esters in organic solvent with continuous water removal. | 2001 Nov 30 |
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Ammonia-induced heme oxygenase-1 expression in cultured rat astrocytes and rat brain in vivo. | 2002 Dec |
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Sources of oxygen radicals in brain in acute ammonia intoxication in vivo. | 2003 Aug 15 |
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Acute ammonia intoxication induces an NMDA receptor-mediated increase in poly(ADP-ribose) polymerase level and NAD metabolism in nuclei of rat brain cells. | 2004 Jun |
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[Antioxidant enzymes of the rat liver, brain, heart and erythrocytes in ammonia intoxication]. | 2005 Mar-Apr |
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Effects of acute ammonia toxicity on nitric oxide (NO), citrulline-NO cycle enzymes, arginase and related metabolites in different regions of rat brain. | 2005 Oct |
|
Carbonic anhydrase inhibitors. Inhibition of the beta-class enzymes from the fungal pathogens Candida albicans and Cryptococcus neoformans with aliphatic and aromatic carboxylates. | 2009 Apr 1 |
Patents
Sample Use Guides
To promote continuous contact, insert a wick of cotton saturated with the drug solution (Vosol). Keep the wick in for at least 24 hours and keep it moist by adding 3 to 5 drops of solution every 4 to 6 hours. The wick may be removed after 24 hours but the patient should continue to instill 5 drops of the drug solution 3 or 4 times daily thereafter, for as long as indicated.
Route of Administration:
Otic (auricular)
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11420658
Curator's Comment: Hydroxocobalamin (OH-Cbl), when used to treat vitamin B12 deficiency, is better retained by the body than is cyanocobalamin (CN-Cbl), but the availability to cells has not been studied systematically. In a series of experiments, were compared the uptake and internalization of OH-Cbl and CN-Cbl bound to transcobalamin II (TCII) by a human cell model, the HeLa cell. TCII-OH-Cbl was: (1) taken up in larger amounts per unit time, (2) the greater uptake was not a consequence of more effective attachment to receptors of TCII-Cbl nor to a more rapid regeneration of receptors, (3) the difference was expressed during the phase of internalization of TCII-Cbl, (4) with CN-Cbl, the stages of binding to receptors plus internalization were more readily reversed, and (5) larger amounts of OH-Cbl were internalized and converted to active coenzyme forms of Cbl.
Acetic acid inhibited Saccharomyces cerevisiae growth. The minimum inhibitory concentration (MIC) of acetic acid for yeast growth was 0.6% w/v (100 mM).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:07:21 GMT 2023
by
admin
on
Fri Dec 15 15:07:21 GMT 2023
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Record UNII |
Q40Q9N063P
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Record Status |
Validated (UNII)
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Record Version |
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-
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Classification Tree | Code System | Code | ||
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 447
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1025
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1081
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 323
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1247
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 724
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WHO-ESSENTIAL MEDICINES LIST |
28
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WHO-ATC |
S02AA10
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JECFA EVALUATION |
ACETIC ACID
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 879
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NCI_THESAURUS |
C254
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FDA ORPHAN DRUG |
706219
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WHO-ATC |
G01AD02
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WHO-VATC |
QG01AD02
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1144
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DSLD |
396 (Number of products:5)
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1096
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 951
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1236
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CFR |
21 CFR 184.1005
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 908
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 728
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 993
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CODEX ALIMENTARIUS (GSFA) |
INS-260
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1035
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 887
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1132
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WHO-VATC |
QS02AA10
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1089
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 880
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 561
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 140
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JECFA EVALUATION |
INS-260
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1082
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 801
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Food Contact Sustance Notif, (FCN No.) |
FCN NO. 1094
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Code System | Code | Type | Description | ||
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15366
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Acetic acid (medical use)
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406306
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ACETIC ACID
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168
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DTXSID5024394
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200-580-7
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1005706
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100000088999
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4211
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ACETIC ACID
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PRIMARY | Description: Clear, colourless liquids. At a temperature below 15 ?C Glacial acetic acid may occur as a translucent, crystalline mass; odour, characteristic and pungent. Miscibility: Miscible with water, ethanol (~750 g/l) TS, and glycerol R. Category: Acidifying agent. Storage: Acetic acid should be kept in a tightly closed container. Additional information: Glacial acetic acid is flammable and should be handled with care. Congealing point, about 15 ?C. | ||
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D019342
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SUB11689MIG
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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CHEMBL539
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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3
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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176
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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127175
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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64-19-7
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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C61623
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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112209
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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m1324
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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PRIMARY | Merck Index | ||
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39
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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132953
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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463-83-2
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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ALTERNATIVE | |||
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Q40Q9N063P
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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DB03166
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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115870
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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SUB12711MIG
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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Q40Q9N063P
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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111201
Created by
admin on Fri Dec 15 15:07:22 GMT 2023 , Edited by admin on Fri Dec 15 15:07:22 GMT 2023
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Related Record | Type | Details | ||
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SUB_CONCEPT->SUBSTANCE | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT | |||
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SUB_CONCEPT->SUBSTANCE |
Related Record | Type | Details | ||
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PARENT -> METABOLITE |
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PARENT -> METABOLITE |
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (GC)
USP
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PARENT -> IMPURITY |
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Related Record | Type | Details | ||
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ACTIVE MOIETY |
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