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クロピドール

Clopidol

HCID 18087
ノート反応
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
部分構造検索類似構造を探す

基本情報

CAS
2971-90-6
標準SMILES
Cc1[nH]c(C)c(Cl)c(=O)c1Cl
InChIKey
ZDPIZLCVJAAHHR-UHFFFAOYSA-N
分子式
C7H7Cl2NO
平均分子量
192.04 g/mol
単同位体質量
190.9904692

概要

Clopidol is a white to light-brown, crystalline solid. Mp: 320 °C. Practically insoluble in water. Administered to poultry to prevent the growth of pathogenic parasites.

名称と識別子

優先名称
Clopidol
IUPAC
3,5-dichloro-2,6-dimethyl-1H-pyridin-4-one
現地名
クロピドール
英語名
Clopidol
分子式
C7H7Cl2NO
分子量
192.04

名称と別名

Clopidol2971-90-6MeticlorpindolCoydenLerbekCoccidiostat CMethylchlorpindolMethylchloropindolMetichlorpindolClopindol4-Pyridinol, 3,5-dichloro-2,6-dimethyl-Coyden 25
名称をさらに表示
レルベックマスターミックスコイデン2,6-ジメチル-3,5-ジクロロピリジン-4-オールメチルクロルピンドール3,5-ジクロロ-2,6-ジメチルピリジン-4-オールメチクロルピンドールコクシジオスタットC3,5-ジクロロ-2,6-ジメチル-4-ピリジノールメチルクロロピンドールメチルクロピンドールクロピンドール3,5-ジクロロ-4-ヒドロキシ-2,6-ジメチルピリジンリゲコクシンクロピドールコイデン25クロピドール標準品クロピドル3,5‐ジクロロ‐2,6‐ジメチル‐4‐ピリジノール(別名クロピドール)3,5-ジクロロ-2,6-ジメチル-4-ピリジノール【クロピドール】CLOPIDOLEWR 61112coyden25Clopimdol
3,5-DICHLORO-2,6-DIMETHYL-4-PYRIDINOLRigekokcin (rigecoccin)ClopidoloClopidolum3,5-Dichloro-4-hydroxy-2,6-dimethylpyridineNSC 253479DTXSID80417932,6-Dimethyl-3,5-dichloro-4-pyridinol

データベース識別子

CAS
2971-90-6
PubChem CID
18087
DTXSID
DTXSID8041793
ChEMBL
CHEMBL446918
ChEBI
CHEBI:183853
UNII
8J763HFF5N
EC Number
221-008-2
Nikkaji
J7.399G

物性

構造計算による物性

XLogP
2.6
極性表面積
29.1 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
0
重原子数
11
形式電荷
0
複雑度
252

実験および物理化学的性質

Chemical ClassesOther Uses -> Animal Feed Additives
SpringerMaterials PropertiesCrystal structure
LogP0.5
Color/Form · 2 件

White to light-brown, crystalline solid

Powder

Solubility · 3 件

Insoluble (NIOSH, 2024)

In water, 10 mg/L

Insoluble

Animal Drugs · 2 件

FDA approved animal drugs -> Active ingredient

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Decomposition · 2 件

Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx), Hydrogen chloride gas

When heated to decomposition it emits very toxic fumes of /chloride and Nitrogen oxides/.

Melting Point · 4 件

greater than 608 °F (NIOSH, 2024)

>320 °C

>608 °F

>608 °F

Physical Description · 4 件

Clopidol is a white to light-brown, crystalline solid. Mp: 320 °C. Practically insoluble in water. Administered to poultry to prevent the growth of pathogenic parasites.

White to light-brown, crystalline solid; [NIOSH]

White to light-brown, crystalline solid.

White to light-brown, crystalline solid.

Collision Cross Section · 2 件

131.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

146.3 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
320 ℃ · >320℃
沸点
318.4 · 318.4±37.0 °C(Predicted)
比重(密度)
1.2494 · 1.2494 (rough estimate)
屈折率
1.55 · 1.5500 (estimate)
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
水性ベース(わずかに)、メタノール(わずかに加熱)
外見
Solid
酸解離定数(Pka)
5.5 · 5.50±0.33(Predicted)
色
ホワイトからオフホワイト
水溶解度
40 mg/L · 40mg/L(温度記載なし)
Henry's Law Constant
9.9 · 9.9×103 mol/(m3Pa) at 25℃, HSDB (2015)
安定性
吸湿性
主な用途
法医学と毒物学医薬品(低分子化合物)
InChI
1S/C7H7Cl2NO/c1-3-5(8)7(11)6(9)4(2)10-3/h1-2H3,(H,10,11)
InChIKey
QCMHHYSPKNVXLR-UHFFFAOYSA-N
SMILES
Cc1nc(C)c(Cl)c(O)c1Cl
CAS データベース
2971 · 2971-90-6(CAS DataBase Reference)
EPAの化学物質情報
Clopidol (2971-90-6)

化学的性質

化学的特性Clopidol is a white to light brown powder.

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

This chemical does not meet GHS hazard criteria for 8.9% (4 of 45) of reports.

Warning

H315 (88.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

危険有害性情報

Regulatory InformationClopidol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - 4-Pyridinol, 3,5-dichloro-2,6-dimethyl-: Environment tier I assessment
Health HazardsExcerpt from NIOSH Pocket Guide for Clopidol:
Hazards SummaryLow acute oral toxicity; Absence of adverse effects in chronic studies at 5-15 mg/kg; A mild eye irritant; TLV Basis: Mutagenic effect; [ACGIH] Allergic contact dermatitis reported in feed mill workers; [Kanerva, p. 1772]
FDA Requirements · 5 件

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cereal grains, vegetables, and fruits.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In chickens and turkeys: (1) in uncooked liver and kidney. (2) in uncooked muscle.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cattle, sheep, and goats: (1) in uncooked kidney. (2) in uncooked liver.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In swine: in uncooked edible tissues.

For more FDA Requirements (Complete) data for Clopidol (7 total), please visit the HSDB record page.

Reactive GroupAmines, Phosphines, and Pyridines
OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 15 mg/cu m (total dust); 5 mg/cu m (respirable fraction).
Reactivity ProfileCLOPIDOL is a non-combustible as a solid, but dust may burn rapidly or explode when mixed with air and ignited.
Flammable LimitsNoncombustible Solid, but dust may explode in cloud form.
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
NIOSH Recommendations · 2 件

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 mg/cu m (total); 5 mg/cu m (resp)

15 Min Short-Term Exposure Limit: 20 mg/cu m (total)

Hazard Classes and Categories · 2 件

Skin Irrit. 2 (88.9%)

Skin corrosion/irritation - Category 3

安全と保護具

First Aid · 2 件

Excerpt from NIOSH Pocket Guide for Clopidol:

(General first aid procedures)

Fire Fighting ProceduresUse water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self contained breathing apparatus for fire fighting if necessary.
Storage Conditions · 2 件

Keep container tightly closed in a dry and well-ventilated place.

Store in a cool place. Keep bag tightly closed.

Cleanup Methods · 1 件

Personal precautions: Use personal protective equipment. Avoid dust formation. Avoid breathing dust. Ensure adequate ventilation. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal.

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. 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 soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 3 件

Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.

Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants. Ensure that the local ventilation moves the contaminant away from the worker.

Allowable Tolerances · 5 件

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cereal grains, vegetables, and fruits: 0.2 part per million.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In chickens and turkeys: (1) 15 parts per million in uncooked liver and kidney. (2) 5 parts per million in uncooked muscle.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cattle, sheep, and goats: (1) 3 parts per million in uncooked kidney. (2) 1.5 parts per million in uncooked liver.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In swine: 0.2 part per million in uncooked edible tissues.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In milk: 0.02 part per million (negligible residue).

Respirator RecommendationsImportant additional information about respirator selection
Threshold Limit Values (TLV) · 5 件

3.0 [mg/m3], inhalable fraction and vapor

8 hr Time Weighted Avg (TWA): 10 mg/cu m

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded.

A4: Not classifiable as a human carcinogen.

3 mg/m³ (inhalable fraction and vapor) [2012]

Permissible Exposure Limit (PEL) · 3 件

15.0 [mg/m3](total dust), 5 mg/m3(respirable fraction)

15 mg/m³ (total dust), 5 mg/m³ (respirable fraction)

TWA 15 mg/m3 (total) TWA 5 mg/m3 (resp)

Recommended Exposure Limit (REL) · 3 件

10 mg/m³ (total dust), 5 mg/m³ (respirable)

20 mg/m³ (total dust)

TWA 10 mg/m3 (total) ST 20 mg/m3 (total) TWA 5 mg/m3 (resp)

Personal Protective Equipment (PPE) · 3 件

Excerpt from NIOSH Pocket Guide for Clopidol:

Safety glasses with side-shields conforming to EN166.

Where risk assessment shows air-purifying respirators are appropriate use a dust mask type N95 (US) or type P1 (EN 143) respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

毒性情報

Target OrgansEyes, skin, respiratory system
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 660(SRC), determined from a structure estimation method(2), indicates that clopidol is expected to have low mobility in soil(SRC). Volatilization of clopidol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Clopidol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data in soil were not available(SRC, 2011).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 660(SRC), determined from a water solubility of 10 mg/L(2) and a regression-derived equation(3), indicates that clopidol is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 1.0X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 28(SRC), from an estimated log Kow(7) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2011).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), clopidol, which has an estimated vapor pressure of 1.2X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase clopidol 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 3.9 days(SRC), calculated from its rate constant of 4.1X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase clopidol may be removed from the air by wet or dry deposition(SRC). Clopidol does not contain chromophores that absorb at wavelengths >290 nm(4), and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Food Survey Values · 1 件

Over a two-year period from April 1997 to July 1999, over 3500 samples of domestic and imported eggs in Canada were analyzed for a variety of veterinary drugs; out of 110 samples tested for clopidol, two samples from Maryland tested presumptive positive (but not confirmed positive)(1).

Adverse Effects · 1 件

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Exposure Routesinhalation, skin and/or eye contact
Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ The short-term toxicity (EC50 respectively LC50 after 2 or 4 days) of 13 feed additives was determined to 4 freshwater organisms of different trophical levels: Chlorella pyrenoidosa, Daphnia magna, Lebistes reticulatus and Salmo gairdneri. The most toxic (LC(EC)50 less than 1 mg/L) were robenidine (to all tested organisms) and stenorol (to Daphnia); moderately toxic (1 less than LC(EC)50 less than 10 mg/L) was pyrimethamine. Amprolium, ethopabate, furazolidone and zoalene proved to be little toxic (LC(EC)50 greater than 10 mg/L); whereas buquinolate, carbadox, clopidol, decoquinate, grofas and sulfaquinoxaline were under the experimental conditions not toxic for the tested organisms.

Signs and Symptomsirritation eyes, skin, nose, throat; cough
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of clopidol can be estimated to be 660(SRC). According to a classification scheme(2), this estimated Koc value suggests that clopidol is expected to have low mobility in soil.

Artificial Pollution SourcesClopidol's production and use as a coccidiostat(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 2 件

An estimated BCF of 28 was calculated in fish for clopidol(SRC), using an estimated log Kow of 2.7(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

A BCF of 0.0011 was measured in cattle after being exposed to clopidol at a dietary concentration of 500 ppm over 28 days; the concentration in beef fat tissue was 0.2-0.9 ppm(1).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for clopidol is estimated as 1.0X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that clopidol is expected to be essentially nonvolatile from water surfaces(2). Clopidol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-6 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 2 件

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Rats fed 15 mg clopidol/kg bw daily as part of their diet for 2 years showed no adverse effects when judged on the basis of growth, appearance, mortality, terminal hematologic and clinical chemical examinations, final body and organ weights, gross and microscopic examinations of major organs, and rumor incidence.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Dogs fed 5 mg/kg/day for 2 years showed no untoward effects nor were adverse effects reported on fertility, gestation, viability, lactation, or on teratogenicity in rats and rabbits.

法規制情報

FDA Requirements · 5 件

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cereal grains, vegetables, and fruits.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In chickens and turkeys: (1) in uncooked liver and kidney. (2) in uncooked muscle.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In cattle, sheep, and goats: (1) in uncooked kidney. (2) in uncooked liver.

Tolerances for residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in food are established as follows: In swine: in uncooked edible tissues.

For more FDA Requirements (Complete) data for Clopidol (7 total), please visit the HSDB record page.

安全データ

OEB
B
OEL
TWA: 10 mg/m3 (total), STEL: 20 mg/m3 (total)
wgk
2
rtecs
UU7711500
毒性
LD50 orally in rats: 18 g/kg (Plisek)
hs_code
29333990
risk_code
36/37/38
安衛法
57,57-2
hazard_code
Xi
safety_code
26
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
11 - Combustible Solids
有毒物質データの
2971-90-6(Hazardous Substances Data)

化学と産業

薬理情報

ATC Code · 2 件

QP - Antiparasitic products, insecticides and repellents

QP - Antiparasitic products, insecticides and repellents

MeSH Pharmacological ClassificationAgents useful in the treatment or prevention of COCCIDIOSIS in man or animals.

用途と製造

Uses · 2 件

A coccidiostat used in veterinary medicine; [Merck Index] Dorland's Illustrated Medical Dictionary defines a coccidiostat as, any of a group of chemical agents, e.g., nitrofurazone, nitrophenide, nicarbazin, mixed in feed or drinking water to control coccidiosis in animals.

MEDICATION (VET)

Formulations/PreparationsCOYDEN 25%, Active drug ingredient: Clopidol 113.5 gm/lb (25%). Other ingredients: Rice Hulls, Mineral Oil, Fatty Acid Glycerides (Huvepharma, Inc)
Use Classification · 2 件

Veterinary Drug -> ANTIPROTOZOAL_AGENT -> JECFA Functional Classes

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

応用分野 · 3 件

説明Clopidol is a coccidiostat. It prevents mortality of chickens infected with the parasites E. tenella, E. necatrix, E. acervuline, E. mivati, E. brunetti, and E. maxima. It has antimalarial activity against P. berghei in mice and P. cynomologi in rhesus macaques. Clopidol is a potential contaminant in food poultry. Formulations containing clopidol have been used in the prevention of coccidiosis in chickens.

使用GABA Cl channel agonist, antiparasitic

一般的な説明White to light-brown, crystalline solid. Mp: 320°C. Practically insoluble in water. Administered to poultry to prevent the growth of pathogenic parasites.

上流・下流製品情報

上流原料

デヒドロ酢酸2,6-ジメチル-4-ヒドロキシピリジンアセト酢酸エチル

サプライヤー101 社

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補足説明

定義A penta-substituted pyridine derivative.

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