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o-フタルアルデヒド

Phthalaldehyde

HCID 4807
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
643-79-8
標準SMILES
O=Cc1ccccc1C=O
InChIKey
ZWLUXSQADUDCSB-UHFFFAOYSA-N
分子式
C8H6O2
平均分子量
134.13 g/mol
単同位体質量
134.03677943

概要

Phthalaldehyde is a dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring. It has a role as an epitope. It is a member of benzaldehydes and a dialdehyde.

名称と識別子

優先名称
Phthalaldehyde
IUPAC
phthalaldehyde
現地名
o-フタルアルデヒド
英語名
o-Phthalaldehyde
分子式
C8H6O2
分子量
134.13

名称と別名

o-Phthalaldehyde643-79-8PHTHALALDEHYDEo-Phthaldialdehyde1,2-BenzenedicarboxaldehydePhthalic aldehydeortho-Phthalaldehydebenzene-1,2-dicarbaldehydePhthalic dialdehydePhthalyldicarboxaldehydePhthalic dicarboxaldehydePhthalaldialdehyde
名称をさらに表示
o-フタルアルデヒドオルトフタルアルデヒド1,3,5-シクロヘキサトリエン-1,6-ジカルボアルデヒドベンゼン-1,2-ジカルボアルデヒドフタラールディスオーパo-フタルジアルデヒド1,2-ベンゼンジカルボアルデヒドフタルアルデヒドO-フタアルデヒドoフタルアルデヒド1,2-フタル酸ジカルボキシアルデヒドフタルジアルデヒドベンゼン-1,2-ジカルボキシアルデヒド1,2‐フタル酸ジカルボキシアルデヒドO‐フタルアルデヒドフタルジアルデヒド試薬フタルジアルデヒド, 98%フタラール (JAN)オルソフタルアルデヒドOPAOPDPHTHALDIALDEHYDEO-PHTHALDEHYDE1,2-PHTHALIC DICARBOXALDEHYDEPhthaldialdehy
ortho PhthalaldehydePhtalaldehydeso-Phthalicdicarboxaldehyde1,2-DiformylbenzeneOrthophthaldialdehydephtharalDisopaDTXSID6032514

データベース識別子

CAS
643-79-8
PubChem CID
4807
DTXSID
DTXSID6032514
ChEMBL
CHEMBL160145
ChEBI
CHEBI:70851
UNII
4P8QP9768A
EC Number
211-402-2
Nikkaji
J45.641A

物性

構造計算による物性

XLogP
1.2
極性表面積
34.1 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
2
重原子数
10
形式電荷
0
複雑度
115

実験および物理化学的性質

Chemical ClassesOther Classes -> Benzaldehydes
SpringerMaterials PropertiesCrystal structure
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP · 2 件

log Kow = 0.51

0.99 (30 °C)

DensityDensity (at 20 °C): 1.13 g/cm³
Color/Form · 2 件

Long, pale yellow needles from petroleum ether (MP 56-56.5 °C). Also reported as colorless powder (MP: 54 °C)

Yellow needles or crystals from ligroin

Solubility · 3 件

In water, 5 g/100 mL at 20 °C

Very soluble in ethyl ether, ethanol

Solubility in water, g/100ml at 20 °C: 3.8 (soluble)

Flash Point · 2 件

132 °C (270 °F) - closed cup

132 °C c.c.

Boiling PointBP: 83 °C at 0.8 mm Hg
DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H228 (44.3%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P362+P364, P363, P370+P378, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 235 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

危険有害性情報

Regulatory Information · 3 件

Chemical: 1,2-Benzenedicarboxaldehyde

REACH registered substance: Phthalaldehyde (EC: 211-402-2)

Phthaldialdehyde: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsCombustible.
Hazards Summary · 1 件

Similar properties and health effects to glutaraldehyde; [ACGIH] Severe gastrointestinal tract damage and hematological changes observed in 90-day oral study of rats; Delayed skeletal development observed in rats at doses maternally toxic; [NTP] Symptoms reported from occupational exposure to Cidex-OPA (aqueous solution containing 0.56% o-phthalaldehyde) include exacerbation of asthma, anaphylaxis, burns and/or irritation, and dermal hypersensitivity; [NTP] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; May cause skin sensitization; Toxic by ingestion; [Alfa Aesar MSDS] Occupational asthma confirmed in an endoscopy unit worker; [Malo] See Benzaldehyde. See 2-Methylbenzaldehyde.

UN ClassificationUN Hazard Class: 8; UN Subsidiary Risks: 6.1; UN Pack Group: II
Chemical Dangers

化学と産業

薬理情報

MeSH Pharmacological Classification · 3 件

Substances used on inanimate objects that destroy harmful microorganisms or inhibit their activity. Disinfectants are classed as complete, destroying SPORES as well as vegetative forms of microorganisms, or incomplete, destroying only vegetative forms of the organisms. They are distinguished from ANTISEPTICS, which are local anti-infective agents used on humans and other animals. (From Hawley's Condensed Chemical Dictionary, 11th ed)

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

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

用途と製造

Uses · 6 件

Used as a disinfectant and in the fluorometric determination of primary amines and thiols; [Merck Index] Used to sterilize medical and dental equipment, as an enzyme inhibitor, indicator, chemical intermediate, diagnostic agent, tanning agent for leather, in water treatment, pulp and paper manufacturing, oil field water flooding, hair colorings, wood treatment, and antifouling paints; [NTP]

Petroleum Production and Refining [Category: Industry]

For o-phthalaldehyde (USEPA/OPP Pesticide Code: 129017) there are 0 labels match. /SRP: Not registered for current use in the USA, but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Reagents used to synthesize fluorescent derivatives for chemical analyses: Derivatized compound: primary amines. /From table/

Disinfectant. Reagent in fluorometric determination of primary amines and thiols.

/o-Phthalaldehyde/ ... in conjunction with 2-mercaptoethanol, is most often used in post-column detection of amino acids separated by conventional automated amino acid analysis.

関連反応

63 件
反応記録を作成
HRID 42254 の反応式
HRID 42254反応物としてuspto-grants-2013_09
HRID 120778 の反応式
HRID 120778生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 160166 の反応式
HRID 160166反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 205011 の反応式
HRID 205011反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 260244 の反応式
HRID 260244生成物としてuspto-grants-1996_06
HRID 277171 の反応式
HRID 277171反応物としてuspto-grants-2002_03
HRID 373198 の反応式
HRID 373198反応物としてuspto-grants-1992_11
HRID 373199 の反応式
HRID 373199反応物としてuspto-grants-1992_11
1 / 8 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
Melting Point · 2 件

55.8 °C

55.8 °C

Vapor DensityRelative vapor density (air = 1): 4.6

物理化学的性質

融点
55 · 55-58 °C(lit.)
沸点
83 · 83-84 °C (0.7501 mmHg)
比重(密度)
1.13 · 1.13
蒸気圧
0.56 Pa · 0.56Pa at 25℃
屈折率
1.45 · 1.4500 (estimate)
闪点
230 °F · >230 °F
貯蔵温度
2 · 2-8°C
溶解性
20 °C · 20°C での o-フタルアルデヒドの溶解度は、3g/100mL ジイソプロピル エーテル、5g/100mL 脱イオン水、20g/100mL クロロホルム、または 20g/100mL アセトンです。
外見
粉
色
黄色
PH
7 · 7 (53g/l, H2O, 20℃)
水溶解度
溶ける
Merck
14 · 14,7368
BRN
878317 · 878317
安定性
安定。空気に敏感。強酸化剤、強塩基とは相容れない。
InChI
1S/C8H6O2/c9-5-7-3-1-2-4-8(7)6-10/h1-6H
InChIKey
ZWLUXSQADUDCSB-UHFFFAOYSA-N
SMILES
O=Cc1ccccc1C=O
LogP
0.99 at · 0.99 at 30℃
CAS データベース
643 · 643-79-8(CAS DataBase Reference)
NISTの化学物質情報
O-phthalaldehyde(643-79-8)
EPAの化学物質情報
1 · 1,2-Benzenedicarboxaldehyde (643-79-8)
化学的性質 · 1 件

化学的特性o-Phthalaldehyde is a pale yellow crystalline solid. o-Phthalaldehyde is mainly used as a high-level disinfectant (a low-temperature chemical method) for heat-sensitive medical and dental equipment such as endoscopes and thermometers; in recent years, it has gained popularity as a safe and better alternative to glutaraldehyde. There are some researches show, pH7.5 contains the sterilizing agent of o-phthalaldehyde 0.5%, and its sterilizing power, sterilization speed, stability and toxicity all are better than glutaraldehyde, can kill mycobacterium in the 5min, the bacterium number reduces by 5 logarithmic value, and o-phthalaldehyde is very stable, tasteless in pH3~9 scopes, non-stimulated to human nose, eye mucosa, and need not activate before using, various materials are had good consistency, have tangible microbiocidal activity.

Reacts with oxidants, amines and strong bases. This generates fire and explosion hazard.
Packaging and LabellingDo not transport with food and feedstuffs. Marine pollutant.
Toxic Combustion ProductsSpecial hazards arising from the substance or mixture: Carbon oxides.
Hazard Classes and Categories · 2 件

Flam. Sol. 1 (44.3%)

Acute toxicity (Oral) - Category 3

Skin, Eye, and Respiratory Irritations · 1 件

Recently, the use of ortho-phthalaldehyde (OPA) has been increasing as an alternative to glutaraldehyde(GA)for endoscope disinfection. We detected development of bronchial asthma and contact dermatitis in health care workers (HCW) employed in an endoscopy unit. ... Two of 83 health care workers described mild eye irritation, but no contact dermatitis or bronchitis had newly developed. ...

Hazardous Reactivities and IncompatibilitiesIncompatible materials: Oxidizing agents, amines, strong bases.

安全と保護具

Fire FightingUse carbon dioxide, dry powder, foam, water.
First Aid Measures · 4 件

Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention.

Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse skin with plenty of water or shower for at least 15 minutes. Refer immediately for medical attention.

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

Safe StorageWell closed. Separated from oxidants, amines, strong bases and food and feedstuffs. Ventilation along the floor. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Fire Fighting Procedures · 2 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Storage Conditions · 1 件

Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature 2-8 °C. Light sensitive. Moisture sensitive. Store under inert gas. Keep in a dry place. Storage class (TRGS 510): Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials.

Cleanup Methods · 1 件

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Wear respiratory protection. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.

Disposal Methods · 2 件

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber; Contaminated packaging: Dispose of as unused product.

Spillage Disposal · 1 件

Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Vacuum with specialist equipment or carefully sweep into sealable containers. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 5 件

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Wear respiratory protection. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Provide appropriate exhaust ventilation at places where dust is formed.

Appropriate engineering controls: Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling the product.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.

For more Preventive Measures (Complete) data for o-Phthalaldehyde (6 total), please visit the HSDB record page.

Eye PreventionWear face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Inhalation RiskA harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.

毒性情報

Ecotoxicity Values · 5 件

LD50; Species: Anas platyrhychos (Mallard duck) age 18 weeks; oral via capsule 738 mg/kg (95% confidence interval: 390-1763 mg/kg) /99% purity/

EC50; Species: Pseudokirchneriella subcapitata (Green algae); Conditions: freshwater, static; Concentration: 0.22 mg/L for 96 hr; Effect: popuation abundance /formulatilon/

EC50; Species: Pseudokirchneriella subcapitata (Green algae); Conditions: freshwater, static; Concentration: 0.184 mg/L for 96 hr (95% confidence interval: 0.171-0.2 mg/L); Effect: popuation abundance /98% purity/

EC50; Species: Daphnia magna (Water flea) age <24 hr; Conditions: freshwater, static; Concentration: 0.09 mg/L for 48 hr (95% confidence interval: 0.08-0.12 mg/L); Effect: intoxication, immobilization /99.6% purity/

For more Ecotoxicity Values (Complete) data for o-Phthalaldehyde (6 total), please visit the HSDB record page.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that o-phthalaldehyde is expected to have very high mobility in soil(SRC). Volatilization of o-phthalaldehyde from moist soil surfaces is not expected(SRC) given an estimated Henry's Law constant of 1.8X10-8 atm-cu m/mole(SRC) based upon its vapor pressure, 5.2X10-3 mm Hg(3), and water solubility, 5.0X10+4 mg/L(3). o-Phthalaldehyde is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data in soil were not available(SRC, 2018).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 10(SRC), determined from a structure estimation method(2), indicates that o-phthalaldehyde is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.8X10-8 atm-cu m/mole(SRC), derived from its vapor pressure, 5.2X10-3 mm Hg(4), and water solubility, 5.0X10+4 mg/L(4). o-Phthalaldehyde is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). According to a classification scheme(5), an estimated BCF of 3(SRC), from a log Kow of 0.51(4) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low. Biodegradation data in water were not available(SRC, 2018).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), o-phthalaldehyde, which has a vapor pressure of 5.2X10-3 mm Hg at 21 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase o-phthalaldehyde is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 17 hours(SRC), calculated from its rate constant of 2.3X10-11 cu cm/molecule-sec at 25 °C(3). o-Phthalaldehyde has an absorption peak at 297 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesSerious local effects on contact with eyes and skin. The substance can be absorbed into the body by inhalation of its vapour or dust and by ingestion.
Toxicity Summary · 1 件

IDENTIFICATION AND USE: o-Phthalaldehyde (OPA) is used as disinfectant and reagent in fluorometric determination of primary amines and thiols. HUMAN STUDIES: OPA is a commonly used solution for rapid sterilization of medical equipment. Cases of anaphylaxis following cystoscopy with endoscopes sterilized with this agent have been reported. OPA-induced anaphylaxis following laryngoscopy have also been described. In these patients, OPA-specific IgE was detected in the serum. Contact dermatitis occurred in 4 workers of the endoscopy unit, one of whom also developed asthma. Among 80 female disinfection workers who used only antiseptic solutions containing OPA, the incidence of disinfection-related complaints were 10% skin, 9% eye, and 16% respiratory symptoms. ANIMAL STUDIES: In male mice, injected OPA induced specific IgE and IgG in the sera, suggesting that OPA acts as a hapten. Overall, OPA caused acute inflammation and acted as a haptenic allergen, although it caused only mild liver injury. In mice sensitized to ovalbumin (OVA), OPA enhanced the OVA-induced recruitment of neutrophils to the lung and the production of allergen-specific IgE, suggesting that OPA acts as an immunological adjuvant. The major targets from OPA exposure in rats and mice included the respiratory system (nasal cavity, larynx, trachea, and lung), skin, eye, testis, and epididymis. The most sensitive measure of OPA inhalation toxicity in male and female rats and mice was significantly increased incidences of nasal cavity lesions (lowest-observable-effect concentration = 0.44 ppm). OPA was mutagenic in Salmonella typhimurium strain TA100 in the absence of exogenous metabolic activation; no mutagenicity was seen in TA100 with metabolic activation or in TA98 or Escherichia coli WP2 uvrA/pKM101, with or without metabolic activation.

Signs and Symptoms · 4 件

Cough. Shortness of breath. Headache.

Redness. Pain. Serious skin burns.

Redness. Pain. Severe burns.

Burns in mouth and throat. Nausea. Diarrhoea. Vomiting.

Ongoing Test Status · 2 件

The following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for o-phthalaldehyde is available.[Available from, as of February 1, 2019: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of February 4, 2019: http://actor.epa.gov/dashboard/]

Effluent ConcentrationsURBAN/SUBURBAN: Phthalaldehyde (isomer unspecified) was detected in air samples collected in 1973 from Denver, CO at a median of 130 ng/cu m(1).
ICSC Environmental DataThe substance is very toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment. It is strongly advised not to let the chemical enter into the environment.
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of o-phthalaldehyde can be estimated to be 10(SRC). According to a classification scheme(2), this estimated Koc value suggests that o-phthalaldehyde is expected to have very high mobility in soil(SRC).

Human Toxicity Excerpts · 5 件

/CASE REPORTS/ Iatrogenic injury from medical disinfectants is an uncommon but potentially devastating complication. We report an unusual, but severe, upper aerodigestive complication from the use of ortho-phthalaldehyde solution, a commonly used endoscope disinfectant.

/CASE REPORTS/ PURPOSE: Ortho-phthalaldehyde (Cidex OPA) is a commonly used solution for rapid sterilization of flexible endoscopic equipment. We report two cases of anaphylaxis following cystoscopy with endoscopes sterilized with this agent. Only a handful of such reactions have been reported in the published literature, the majority of which are in the bladder cancer population undergoing surveillance cystoscopy. PATIENTS AND METHODS: We reviewed the clinical presentation of two cases of anaphylaxis following flexible cystoscopy with instruments sterilized with ortho-phthalaldehyde. We further describe their subsequent evaluation by an allergy and immunology specialist who performed skin testing to confirm a suspected ortho-phthalaldehyde allergy. RESULTS: Both patients were skin test positive to ortho-phthalaldehyde antigen. As a result, sterilization techniques for our flexible endoscopes has been altered. To date, no further anaphylactic reactions have occurred in our bladder cancer patients, including the two cases presented herein following subsequent cystoscopic evaluations. CONCLUSIONS: Ortho-phthalaldehyde-sterilized cystoscopes have been associated with anaphylactic reactions in a small number of patients who have undergone repeated cystoscopy. The manufacturer has already made recommendations to avoid this agent in bladder cancer patients. It may be prudent to extend this practice to other populations undergoing repeat cystoscopy.

/CASE REPORTS/ Ortho-phthalaldehyde (OPA) has recently been used as a disinfectant for various medical apparatuses. OPA is not generally recognized as a potential allergen. CASE SUMMARY: Subsequent to our recent report describing a patient presenting with OPA-induced anaphylaxis following laryngoscopy, we experienced two more such cases. In all three cases, the basophil histamine release test was useful for identifying the allergen as OPA. OPA-specific IgE was successfully detected in the serum of the patients by ELISA. DISCUSSION: Physicians and co-medical workers need to be aware of potential allergens to which patients may be exposed during routine medical procedures.

/CASE REPORTS/ Because body fluids and blood have a tendency to adhere to transesophageal echo devices, a high level of sterilization is required when cleaning them. Ortho-phthalaldehyde (OPA) has been widely used in Japan since being approved as a high-level sterilant. The authors report a patient with widespread, severe skin and mucous membrane damage of the lip, tongue, pharynx and esophagus areas that was attributed to inadequate washing after the sterilization of a transesophageal echo device with OPA. This patient experienced sequelae, which did not improve after more than 1 year of continuous treatment. When using medical devices sterilized with OPA, the use of a probe cover, when applicable, is recommended and complete washing prior to use is required.

Artificial Pollution Sourceso-Phthalaldehyde's production and use as a disinfectant(1) may result in its release to the environment through various waste streams(SRC).

安全データ

F
1-8-10
wgk
3
tsca
TSCA listed
rtecs
TH6950000
ridadr
UN2923 8/PG 2
毒性
LD50 orally in Rabbit: 178 mg/kg LD50 dermal Rat > 2000 mg/kg
hs_code
29122900
risk_code
36/37/38-43-34-25-50-52/53
化審法
(3)-1145
hazard_code
Xi,T,N,C
hazard_note
Irritant/Air Sensitive
safety_code
26-28-36-45-36/37/39-61-37/39
hazard_class
8
packing_group
Ⅱ
自然発火温度
480 °C
Hazard Classifications
Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Corr. 1BSkin Sens. 1STOT SE 3
ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
有毒物質データの
643-79-8(Hazardous Substances Data)
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing Information1,2-Benzenedicarboxaldehyde: ACTIVE
応用分野 · 4 件

解説1,2-benzonedicarboxaldehyde.C8H6O2(134.13).o-キシレンの光ハロゲン化により,または,α,α,α′,α′-テトラブロモあるいはテトラクロロ-o-キシレンの加水分解によっても得られる.淡黄色の結晶.融点55~57 ℃,沸点83~84 ℃(106 Pa).フタルアルデヒドは,水,エタノール,エーテル,ヘキサンに可溶,石油エーテルに難溶.水蒸気蒸留できる.有機合成原料および蛍光ラベル化剤として,第一級アミン,アミノ酸,アミノ糖の分析に用いられる.森北出版「化学辞典(第2版)

用途蛍光修飾試薬、二価性試薬。

用途OPAは、紫外線や空気酸化に弱い。 1級アミノ基のプレ?ポストラベル化試薬(高感度蛍光試薬)として、フルオレサミン(英語版)と共に広く使用される。 N-アセチルシステインと共に使用すると、蛍光物質が生成する。

使用o-Phthalaldehyde can be widely used for precolumn derivatization of amino acids in HPLC separation or Capillary electrophoresis. For flow cytometric measurements of protein thiol groups.

調製方法 · 1 件

製造方法o-Phthalaldehyde is a high-level chemical disinfectant that is commonly used for disinfection of dental and medical instruments as an alternative to glutaraldehyde, which is a known skin and respiratory sensitizer. A variety of processes for manufacturing o-phthalaldehyde have been reported in the literature. o-Phthalaldehyde is produced by heating pure benzaldehyde and chloroform with potassium hydroxide solution. The resulting solution is further acidified with hydrochloric acid and cooled to yield a colorless powder of o-phthalaldehyde. It is also produced by ozonization of naphthalene in alcohol followed by catalytic hydrogenation. Catalytic oxidation of various chemicals is also used in manufacturing o-phthalaldehyde. o-Phthalaldehyde can be manufactured by oxidation of phthalan by nitrogen monoxide in acetonitrile with N-hydroxyphthalimide as the catalyst to yield 80% to 90%.

上流・下流製品情報

下流製品

2,3-ナフタレンジアルデヒドラシジピンペンタセンドキセピン塩酸塩(異性体混合物)2H-イソインドール2,3-ナフタレンジカルボン酸ジメチル3イソキノリンカルボニトリルフタルアミド2,3-ジクロロナフタレン2,3-ナフタレンジカルボン酸無水物o-キシリレン グリコール1,2-ベンゼンジカルボン酸ビス(フェニルメチル)3-イソキノリンカルボン酸メチル3-(1-オキソ-1,3-ジヒドロ-2H-イソインドール-2-イル)安息香酸
補足説明 · 2 件

定義Using o-phthalaldehyde (OPA) in combination with a thiol reagent is a standard method for detecting primary amines in amino acids, peptides, and proteins. O-phthalaldehyde, in the presence of 2-mercaptoethanol, reacts with primary amines to form highly fluorescent products. Picomole quantities of amino acids, peptides, and proteins can be detected easily. o-Phthalaldehyde is five to ten times more sensitive than fluorescamine and is soluble and stable in aqueous buffers. Despite its widespread use, the exact reaction mechanism has been debated since the 1980s. Rovelli's results support the mechanism originally proposed by Sternson and Wong, in which the primary amine first reacts with OPA, followed by a reaction with the thiol to form the fluorescent isoindole product[1-2].

定義ChEBI: A dialdehyde in which two formyl groups are attached to adjacent carbon centres on a benzene ring.

For more Human Toxicity Excerpts (Complete) data for o-Phthalaldehyde (10 total), please visit the HSDB record page.