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しゅう酸ジエチル

Diethyl Oxalate

HCID 7268
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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
95-92-1
標準SMILES
CCOC(=O)C(=O)OCC
InChIKey
WYACBZDAHNBPPB-UHFFFAOYSA-N
分子式
C6H10O4
平均分子量
146.14 g/mol
単同位体質量
146.0579088

概要

Ethyl oxalate appears as a colorless liquid. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.

名称と識別子

優先名称
Diethyl Oxalate
IUPAC
diethyl oxalate
現地名
しゅう酸ジエチル
英語名
Diethyl oxalate
分子式
C6H10O4
分子量
146.14

名称と別名

DIETHYL OXALATE95-92-1Ethyl oxalateOxalic etherEthyl oxalate (VAN)NSC 8851Diethylester kyseliny staveloveDTXSID2044472HSDB 2131EINECS 202-464-1UNII-860M3ZWF6JDiethyl ester of oxalic acid
名称をさらに表示
しゅう酸ジエチルジエチルオキサラートジエチルオキザラートジエチル=オキサラートエタン二酸ジエチル酸ジエチルジエチルシュウ酸塩しゅう酸エチルジエチルシュウ酸しゅう酸エチル(しゅう酸ジエチル)しゅう酸ジエチル [吸光分析用]しゅう酸ジエチル, 99+%ジエチル オキサラートシュウ酸ジエチルエステルOXALIC ACID DIETHYL ESTERDEOiethyl oxalateCeftriaxone Impurity 5GKSWoxalicetherEthyIoxalateDiethyl oxate
UN2525Diethylester kyseliny stavelove [Czech]BRN 0606350860M3ZWF6JETHYL OXOLATENSC-8851C2H5OCOCOOC2H5Ethanedioic acid, 1,2-diethyl ester

データベース識別子

CAS
95-92-1
PubChem CID
7268
DTXSID
DTXSID2044472
ChEMBL
CHEMBL3183226
UNII
860M3ZWF6J
EC Number
202-464-1
Nikkaji
J43.379I

物性

構造計算による物性補完中

XLogP
0.6
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
5
重原子数
10
形式電荷
0
複雑度
114

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Esters, Other

Flammable agents - 2nd degree

CosmeticsChelating; Plasticiser; Hair conditioning
SpringerMaterials PropertiesBoiling point
LogP0.56
OdorAROMATIC ODOR
Food AdditivesFood
Density · 2 件

1.0785 @ 20 °C/4 °C

1.079 @ 20°C

Flavoring AgentsEU Flavoring substances
Color/FormCOLORLESS, OILY LIQUID
Solubility · 3 件

SPARINGLY SOL IN WATER WHICH DECOMP IT GRADUALLY; MISCIBLE WITH USUAL ORG SOLVENTS

SOL IN ALL PROPORTIONS IN ALCOHOL, ETHER, ACETONE

MISCIBLE WITH ETHYL ACETATE

Flash Point · 2 件

168 °F (NFPA, 2010)

168 °F CC

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

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P337+P317, P363, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethanedioic acid, diethyl ester

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanedioic acid, 1,2-diethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanedioic acid, 1,2-diethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 28-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14261

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Oxalate esters (C1-C4): Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· Combustible material: may burn but does not ignite readily.

Fire Potential

化学と産業

薬理情報

Metabolism/MetabolitesETHYL OXALATE IS HYDROLYZED IN BODY TO FORM OXALIC ACID WHICH ACCOUNTS FOR ITS TOXIC ACTION.

用途と製造

Uses · 6 件

Used to make pharmaceuticals, plastics, dyes, and dyestuff intermediates; Also used as a solvent for cellulose esters, ethers, resins, perfumes, and lacquers for electronics; [HSDB]

Semiconductor Manufacturing [Category: Industry]

MANUFACTURE OF PHENOBARBITAL, ETHYLBENZYL MALONATE, TRIETHYLAMINE, & SIMILAR CHEMICALS; MANUFACTURE OF PLASTICS, DYESTUFF INTERMEDIATES; SOLVENT FOR CELLULOSE ESTERS

ORGANIC SYNTHESES, ESP IN MFR OF PHARMACEUTICALS; SOLVENT FOR ETHERS & RESINS

RADIO TUBE CATHODE FIXING LACQUERS

SOLVENT FOR PERFUMES & FOR NATURAL & SYNTHETIC RESINS (CELLULOSE ESTERS); AGENT IN RADIO TUBE CATHODE FIXING LACQUERS; CHEM INT FOR PHARMACEUTICALS, PLASTICS & DYES

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 3 件

2023: 70,547 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS

Industry UsesSoil amendments (fertilizers)
Methods of Manufacturing · 3 件

ESTERIFICATION OF OXALIC ACID WITH ETHANOL

PREPN: CLARKE, DAVIS, ORG SYN 2, 23 (1922); COLL VOL I, 256; KENYON, COLL VOL I, 258 (P 261 IN 2ND ED).

ETHYL OXALATE IS PRODUCED BY STANDARD ESTERIFICATION PROCEDURE, USING ETHYL ALCOHOL AND OXALIC ACID.

Use ClassificationCosmetics -> Chelating; Plasticiser; Hair conditioning

関連反応

1,466 件
反応記録を作成
HRID 1152 の反応式
HRID 1152反応物としてuspto-grants-1998_03
HRID 3963 の反応式
HRID 3963反応物としてuspto-grants-1988_02
HRID 5344 の反応式
HRID 5344反応物としてuspto-grants-1993_09
HRID 5353 の反応式
HRID 5353反応物としてuspto-grants-1993_09
HRID 6403 の反応式
HRID 6403反応物としてuspto-grants-1993_09
HRID 6404 の反応式
HRID 6404反応物としてuspto-grants-1993_09
HRID 6405 の反応式
HRID 6405反応物としてuspto-grants-1993_09
HRID 6406 の反応式
HRID 6406反応物としてuspto-grants-1993_09
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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
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Boiling Point · 2 件

185.7 °C @ 760 MM HG

185.4 °C @760 [mm Hg]

物理化学的性質

融点
-41 °C · -41 °C (lit.)
沸点
185 °C · 185 °C (lit.)
比重(密度)
1.076 g/mL · 1.076 g/mL at 25 °C (lit.)
蒸気密度
5.03 · 5.03 (vs air)
蒸気圧
1 mm · 1 mm Hg ( 47 °C)
屈折率
20 · n20/D 1.410(lit.)
闪点
168 °F · 168 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
アルコール、エーテル、その他の一般的な有機溶媒と混和します。
外見
液体
色
クリア
爆発限界(explosive limit)
0.42 · 0.42-2.67%(V)
水溶解度
分解する可能性があります
Merck
14 · 14,3125
BRN
606350 · 606350
Henry's Law Constant
4.5 · 4.5×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant
8.2 · 8.2(21℃)
安定性
安定していますが、水分に敏感です。強力な酸化剤とは相容れない。
化粧品成分の機能
キレート化可塑剤香料ヘアコンディショニング溶媒
InChI
1S/C6H10O4/c1-3-9-5(7)6(8)10-4-2/h3-4H2,1-2H3
InChIKey
WYACBZDAHNBPPB-UHFFFAOYSA-N
SMILES
CCOC(=O)C(=O)OCC
LogP
0.56 · 0.560
CAS データベース
95 · 95-92-1(CAS DataBase Reference)
NISTの化学物質情報
Ethanedioic acid, diethyl ester(95-92-1)
EPAの化学物質情報
Ethyl oxalate (95-92-1)

化学的性質

化学的特性A colourless, oily liquid with an aromatic odour. It is miscible with ethanol, ether, acetone, and other common organic solvents, but only slightly soluble in water.

· 3 件

MODERATE WHEN EXPOSED TO HEAT OR FLAME

THIS ESTER IS A COMBUSTIBLE LIQ, BUT IT DOES NOT PRODUCE A FLAMMABLE CONCN OF VAPOR @ ROOM TEMP.

SOME ESTERS WITH HIGHER FLASH POINTS, LIKE...ETHYL OXALATE, ARE NOT SO DANGEROUS AT ROOM TEMP. THEY ARE NEVERTHELESS READILY IGNITED AS FLAMMABLE LIQ, & SOURCE OF IGNITION MUST NOT BE ALLOWED TO COME IN CONTACT WITH THEM.

Health Hazards · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Hazards SummaryA strong skin and mucous membrane irritant; [Hawley] An eye irritant; [eChemPortal: ERMA; ESIS] An irritant; [MSDSonline]
DOT ID and Guide2525 156
Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Reactivity Profile · 1 件

ETHYL OXALATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides

DOT Emergency Guidelines · 5 件

/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Health: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat which will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for DIETHYL OXALATE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 4 件

Ethyl oxalate

UN2525

Div 6.1 Poisonous materials (49 eCFR § 173.132)

PG III: the degree of danger presented by the material is minor

安全と保護具

Fire FightingExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresFOAM, CARBON DIOXIDE, DRY CHEMICAL
Storage Conditions · 2 件

STORAGE TANKS CONTAINING FLAMMABLE ESTERS SHOULD BE SITUATED IN MOUNDED COMPOUND CONSTRUCTED TO RETAIN MAX QUANTITY OF LIQ THAT COULD ESCAPE FROM TANKS. /ESTERS/

...DRUMS & OTHER SMALLER RECEPTACLES CONTAINING ESTERS SHOULD BE KEPT IN /FIRE RESISTANT/ STOREROOM...WITH MOUNDED OR RAMPED DOORWAY TO PREVENT ESCAPE OF SPILLED LIQ. /ESTERS/

Nonfire Spill ResponseExcerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:
Preventive Measures · 3 件

...PROVISION SHOULD BE MADE FOR REMOVAL OF VAPORS AS THEY ARE EVOLVED &...HEATING SHOULD NOT BE SUCH AS TO EXPOSE VAPOR TO OPEN FLAME. /ESTERS/

BEFORE HEAT (EG IN FORM OF WELDING OR CUTTING FLAME) IS USED TO CUT OR REPAIR A VESSEL THAT HAS CONTAINED ORGANIC ESTER, ANY SLUDGE...MUST BE REMOVED & VESSEL PURGED WITH STEAM TO INSURE THAT EXPLOSIVE CONCN OF VAPOR WILL NOT FORM IN COURSE OF WORK. /ESTERS/

ATMOSPHERE SHOULD BE TESTED FOR PRESENCE OF FLAMMABLE VAPOR & ONLY WHEN TESTING ESTABLISHES THAT VESSEL IS SAFE SHOULD HEAT BE APPLIED. /ESTERS/

Isolation and Evacuation · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

Immediate precautionary measure

Protective Action Criteria (PAC) · 3 件

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

Personal Protective Equipment (PPE) · 2 件

Excerpt from ERG Guide 156 [Substances - Toxic and/or Corrosive (Combustible / Water-Sensitive)]:

EYE & FACE PROTECTION & RESPIRATORY PROTECTIVE EQUIPMENT SHOULD BE AVAILABLE...IN CASE OF EXPOSURE TO THESE ESTERS IN EMERGENCIES ASSOC, FOR EXAMPLE, WITH SERIOUS ESCAPE OF LIQUID. /ESTERS/

Emergency Response Planning Guidelines· Note: Most foams will react with the material and release corrosive/toxic gases.

毒性情報

Adverse EffectsNeurotoxin - Acute solvent syndrome
Human Toxicity Excerpts · 5 件

...COMPLAINTS OF WEAKNESS, HEADACHE, AND NAUSEA, TOGETHER WITH EVIDENCE OF SOME SLIGHT ANEMIA AND LEUKOPENIA, NEUTROPENIA, AND EOSINOPHILIA WERE ENCOUNTERED IN WORKMEN WHO HAD BEEN EXPOSED FOR SEVERAL MONTHS TO CONCN OF 0.76 MG/L. ...SYMPTOMS REGRESSED WHEN EXPOSURE CEASED.

SYMPTOMATOLOGY: 1. BURNING PAIN IN THROAT, ESOPHAGUS, & STOMACH. ... 2. VOMITING...BURNING PAIN, SEVERE PURGING. 3. PULSE...WEAK, IRREGULAR... SOMETIMES IMPERCEPTIBLE. HYPOTENSION &...SIGNS OF CARDIOVASCULAR COLLAPSE APPEAR. 5. ...OLIGURIA, ALBUMINURIA, & HEMATURIA MAY PERSIST FOR WK. /OXALATE/

SYMPTOMATOLOGY: 4. IF DEATH IS DELAYED FOR FEW HR, NERVOUS OR NEUROMUSCULAR SYMPTOMS DEVELOP: HEADACHE, MUSCLE CRAMP (PARTICULARLY OF JAWS & EXTREMITIES), TETANY, SOMETIMES CONVULSIONS, STUPOR, COMA, & DEATH. /OXALATE/

WHILE EVIDENCE FOR TOXICITY...REMAINS OBSCURE, IT WOULD SEEM REASONABLE TO USE STRICT PRECAUTIONS TO AVOID PROLONGED INHALATION OR SKIN CONTACT...

STRONG IRRITANT TO SKIN AND MUCOUS MEMBRANES, ESP BY INGESTION.

Non-Human Toxicity Excerpts · 2 件

DOSES OF 10 ML/KG ON GUINEA PIG SKIN CAUSED NO FATALITIES AND LITTLE IRRITATION.

RAT ORAL LD50 IS 0.4-1.6 G/KG WITH DISTURBANCE OF RESPIRATION AND MUSCLE TWITCHING NOTED AS PROMINENT SYMPTOMS. MASSIVE RENAL OXALATE DEPOSITS AND DILATATION OF TUBULES WERE SEEN AFTER ORAL DOSE OF 400 MG/KG IN RAT.

Probable Routes of Human ExposureNO CASES OF LETHAL POISONING FROM ETHYL OXALATE IN INDUSTRY ARE KNOWN, BUT ITS POTENTIAL TOXIC ACTION MUST BE TAKEN INTO CONSIDERATION.

安全データ

wgk
1
tsca
TSCA listed
rtecs
RO2800000
ridadr
UN 2525
毒性
LD50 orally in Rabbit: 400 mg/kg
hs_code
29171900
risk_code
22-36-68/21-48/25-35-61-60
化審法
(2)-924
消防法
危-4-3-III
hazard_code
Xn,T
safety_code
23-45-36/37/39-28-26-25-24-53
hazard_class
6.1
packing_group
III
自然発火温度
410 °C
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Corr. 1BSTOT RE 2 Oral
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
95-92-1(Hazardous Substances Data)
General Manufacturing Information · 2 件

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

Ethanedioic acid, 1,2-diethyl ester: ACTIVE

応用分野 · 6 件

解説C6H10O4(146.14).(COOC2H5)2.しゅう酸ジエチル, 単にシュウ酸エチルともいう.無水のシュウ酸を濃硫酸の存在下でエタノールと加熱すると得られる.無色の液体.融点-40.6 ℃,沸点97 ℃(2.6 kPa).d204 1.0785.エタノール,エーテルに可溶.分析用試薬に用いられる.[CAS 95-92-1] 森北出版「化学辞典(第2版)

用途1) 有機合成用試薬 2) セルロース、エステル、香料などの溶媒 3)分析用試薬 : 均一沈殿法によりマグネシウムをシュウ酸塩として沈殿させるとき用いる。

用途ケトンのアシル化剤、セルロース、エステルなどの溶媒、分析用試薬、染料の原料。

用途有機合成原料、溶剤。

使用Diethyl oxalate is used to prepare active pharmaceutical ingredients (API), plastics and dyestuff intermediates. It is also used as a solvent for cellulose esters, ethers, resins, perfumes and lacquers for electronics. It is involved in the transesterification reaction with phenol to get dipheny oxalate. It is also involved in the Claisen condensation ketosteroids to prepare glyoxalyl derivatives. Further, it is used to prepare sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine. In addition to this, it is utilized in the microemulsion synthesis of zinc oxide nanoparticles.

一般的な説明Ethyl oxalate appears as a colorless liquid. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.

調製方法

Diethyl oxalate is produced via esterification of ethanol and oxalic acid. It is a preferred solvent for cellulose acetate and nitrate.

上流・下流製品情報

上流原料

シュウ酸エタノールトルエンEthanol 95%メタノール

下流製品

Ethyl 1-methyl-5-propyl-1H-pyrazole-3-carboxylate5-tert-Butyl-1H-pyrazole-3-carboxylic acid3-Phenyl-1H-pyrazole-5-carboxamide ,97%5-(3-クロロフェニル)-1H-ピラゾール-3-カルボン酸エチル5-(3-クロロフェニル)-1H-ピラゾール-3-カルボン酸Ethyl 5-(3-nitrophenyl)-1H-pyrazole-3-carboxylate2,4-ジオキソヘプタン酸エチル5-フルオロ-1H-インドール-2-カルボン酸3-(4-Methoxyphenyl)-1H-pyrazole-5-carboxamide ,97%1-Methyl-5-propyl-1H-pyrazole-3-carboxylic acid amide ,97%Ethyl 5-(2-furyl)-1H-pyrazole-3-carboxylate3-エトキシカルボニル-5-メチルイソオキサゾール3-T-ブチル-5-ピラゾールカルボン酸エチル3-(4-Chlorophenyl)-1H-pyrazole-5-carbohydrazideEthyl α-ethoxyoxalylphenyl acetate5-クロロインドール3-メチル-1H-ピラゾール-5-カルボヒドラジド2-オキソ-3-アセチルプロピオン酸エチル2,2-ジクロロ-1-(4-エトキシフェニル)-1-シクロプロパンカルボン酸クロモグリク酸ナトリウム4-クロロ-2,6-ピリジンジカルボン酸ジメチル4-フルオロインドール5-(4-Methoxy-phenyl)-2H-pyrazole-3-carboxylic acid ethyl esterグリクラジド5-チエン-2-イル-1H-ピラゾール-3-カルボン酸エチルイマザモックスアンモニウム1-メチル-3-プロピル-1H-ピラゾール-5-カルボン酸3-(4-クロロフェニル)-1H-ピラゾール-5-カルボン酸エチル2,4-ジオキソヘキサン酸エチルEthyl 3-(5-methylfuran-2-yl)-1H-pyrazole-5-carboxylate ,97%オロチン酸一水和物1-Methyl-5-propyl-1H-pyrazole-3-carboxylic acid3-フェニル-1H-ピラゾール-5-カルボン酸エチルベンゾチアゾール-2-カルボン酸エチルメチルオキサル酢酸 ジエチル5-メチル-1H-ピラゾール-3-カルボン酸4-ブロモ-5-メチル-1H-ピラゾール-3-カルボン酸4-オキソ-4H-ピラン-2,6-ジカルボン酸α-オキソ-1-メチル-1H-イミダゾール-2-酢酸エチル3-(tert-Butyl)-1H-pyrazole-5-carbohydrazide