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ジクロラール尿素

1,3-Bis(2,2,2-trichloro-1-hydroxyethyl)urea

HCID 8313
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
116-52-9
標準SMILES
O=C(NC(O)C(Cl)(Cl)Cl)NC(O)C(Cl)(Cl)Cl
InChIKey
PPJXIHLNYDVTDI-UHFFFAOYSA-N
分子式
C5H6Cl6N2O3
平均分子量
354.8 g/mol
単同位体質量
351.850958

概要

structure

名称と識別子

優先名称
1,3-Bis(2,2,2-trichloro-1-hydroxyethyl)urea
IUPAC
1,3-bis(2,2,2-trichloro-1-hydroxyethyl)urea
現地名
ジクロラール尿素
英語名
DCU
分子式
C5H6Cl6N2O3
分子量
354.83

名称と別名

Dicloralurea116-52-9Dichloralurea1,3-Bis(2,2,2-trichloro-1-hydroxyethyl)ureaDICHLORAL UREACrag herbicide 2Crag DCU-73WDichloralureeDicloralureeDKhMExperimental herbicide 2Crag experimental herbicide 2
名称をさらに表示
ビスβ,β,β-トリクロロ-α-オキシエチル尿素1,3-ビス(1-ヒドロキシ-2,2,2-トリクロロエチル)尿素ジクロラルウレアジクロラールウレアCRAG実験的除草剤21,3-ビス(2,2,2-トリクロロ-1-ヒドロキシエチル)尿素ジクロラル尿素ジクロラール尿素CRAG除草剤2DCU 1,3-ビス(1-ヒドロキシ-2,2,2-トリクロロエチル)尿素ジクロラル尿素eh2rc9485dcu[qr]eh2[qr]dkhm[qr]dichloralrc9485[qr]
1,3-Bis(1-hydroxy-2,2,2-trichloroethyl)ureaSk&F 1995DCU Crag Herbicide 2SKF 1995DTXSID00418529J3ZB93FIENSC-32207RC 9485

データベース識別子

CAS
116-52-9
PubChem CID
8313
DTXSID
DTXSID0041852
ChEMBL
CHEMBL2106294
UNII
9J3ZB93FIE
EC Number
204-144-7
Nikkaji
J5.282E

物性

構造計算による物性

XLogP
2
極性表面積
81.6 Ų
水素結合供与体数
4
水素結合受容体数
3
回転可能結合数
2
重原子数
16
形式電荷
0
複雑度
228

実験および物理化学的性質

PesticidesPesticides -> Herbicides, Urea Derivative
Density1.63 at 25 °C
Color/FormColorless crystals
Solubility · 2 件

0.0074 PPM SOL IN WATER @ 25 °C

At 25 °C: 18.8 mg/100 g ethanol, 16.8 mg/100 g acetone, 2.5 mg/100 g ether, 5.5 mg/100 g n-hexane, 3.0 mg/100 g benzene, 1.0 mg/100 g chloroform

Melting Point196 °C
Physical DescriptionColorless solid; [HSDB]
Stability/Shelf Life · 2 件

STABLE TO UV LIGHT ON FILTER PAPER; THERMALLY UNSTABLE

Stable to dilute acids at room temp. Decomposed by alkalis.

物理化学的性質

融点
196 °C · 196 °C
沸点
451.1 · 451.1±45.0 °C(Predicted)
比重(密度)
1.6982 · 1.6982 (rough estimate)
屈折率
1.594 · 1.5940 (estimate)
貯蔵温度
4 °C · APPROX 4°C
溶解性
Soluble in DMSO
酸解離定数(Pka)
10.43 · 10.43±0.46(Predicted)
EPAの化学物質情報
Dichloralurea (116-52-9)

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。

危険有害性情報

Hazards SummaryUrea-derived herbicides have low toxicity in animal feeding studies; [HSDB] Systemic toxicity unlikely unless large amounts ingested; [EPA Pesticides, p. 122] May cause irritation; [MSDSonline]

毒性情報

Interactions · 1 件

TOXICITY OF MIXTURES OF TRICHLOROPROPIONITRILE (TCHP) WITH DICHLORAL UREA (DCHU) & TRICHLOROACETIC ACID (TCHA) WITH DICHLORAL UREA WERE STUDIED IN 167 WHITE RATS & CATS. THE HERBICIDE COMBINATIONS EMPLOYED ARE IN ACTUAL AGRICULTURAL USE IN WESTERN PROVINCES OF UKRAINE, ESP IN LVOV PROVINCE. ACUTE POISONING BY COMBINATIONS WAS DIFFERENT FROM THAT BY INDIVIDUAL AGENTS; TOXICITY WAS LOWERED (NO 100% MORTALITY). MORTALITY INCIDENCE WAS 18.8% FOR TCHA & DCHU (6 OF 32 ANIMALS) & FOR TCHP & DCHU, 8.3% (2 OF 24 ANIMALS). MAIN SIGNS OF POISONING FROM INDIVIDUAL HERBICIDES WERE ABSENT WITH THE MIXTURES.

Environmental Biodegradation · 1 件

MICROBIAL DECOMPOSITION OF 12 & 24 MG/KG DICHLORAL UREA STARTED IMMEDIATELY AFTER IT WAS MIXED WITH MEADOW PODZOLIC SOIL OR A PODZOLIZED CHERNOZEM, & 10-12 DAYS LATER AMT OF FORMED TRICHLOROACETIC ACID WAS EQUAL TO 50% OF TRICHLOROACETIC ACID FOUND IN SOIL SAMPLES MIXED WITH SODIUM TRICHLOROACETATE IN DOSES EQUIVALENT TO DOSES OF DICHLORAL UREA.

Non-Human Toxicity Excerpts · 2 件

LOW SKIN IRRITANCY. CHRONIC FEEDING IN RATS CAUSED FUNCTIONAL ALTERATIONS IN BLOOD, LIVER AND KIDNEY.

SLIGHT CYTOGENETIC EFFECT WAS FOUND IN MOUSE BONE-MARROW CELLS TREATED WITH DICHLORAL UREA.

Antidote and Emergency Treatment · 3 件

1. WASH CONTAMINATED SKIN WITH SOAP & WATER. 2. FLUSH CONTAMINATED EYES WITH COPIOUS AMOUNTS OF FRESH WATER FOR 15 MINUTES. 3. INGESTIONS OF SMALL AMOUNTS (LESS THAN 10 MG/KG BODY WEIGHT) OCCURRING LESS THAN AN HOUR BEFORE TREATMENT, ARE PROBABLY BEST TREATED BY: A. SYRUP OF IPECAC, FOLLOWED BY 1-2 GLASSES OF WATER. DOSE FOR ADULTS & CHILDREN OVER 12 YEARS: 30 ML. DOSE FOR CHILDREN UNDER 12 YEARS: 15 ML. B. ACTIVATED CHARCOAL: /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULT)/...AFTER VOMITING STOPS. C. SODIUM OR MAGNESIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. /PESTICIDES OF LOW OR MODERATE TOXICITY/

4. INGESTIONS OF LARGE AMOUNTS (MORE THAN 10 MG/KG) OCCURRING LESS THAN AN HR BEFORE TREATMENT, SHOULD PROBABLY BE TREATED BY GASTRIC LAVAGE: A. INTUBATE STOMACH & ASPIRATE CONTENTS. B. LAVAGE STOMACH WITH SLURRY OF ACTIVATED CHARCOAL.../&/ LEAVE 30-50 G ACTIVATED CHARCOAL IN THE STOMACH BEFORE WITHDRAWING TUBE. C. SODIUM SULFATE, 0.25 G/KG IN TAP WATER, AS A CATHARTIC. CAUTION: HYDROCARBONS (KEROSENE, PETROLEUM DISTILLATES) ARE INCLUDED IN SOME FORMULATIONS OF THESE CHEMICALS. INGESTION OF VERY LARGE AMOUNTS MAY CAUSE CNS DEPRESSION. IN THIS CASE, IPECAC IS CONTRAINDICATED. ALSO, GASTRIC INTUBATION INCURS A RISK OF HYDROCARBON PNEUMONITIS. FOR THIS REASON OBSERVE THE FOLLOWING PRECAUTIONS: (1) IF THE VICTIM IF UNCONSCIOUS OR OBTUNDED & FACILITIES ARE AT HAND, INSERT AN ENDOTRACHEAL TUBE (CUFFED, IF AVAILABLE) PRIOR TO GASTRIC INTUBATION. (2) KEEP VICTIM'S HEAD BELOW LEVEL OF STOMACH DURING INTUBATION & LAVAGE /PRC: TAP WATER IN CHILDREN, ISOTONIC SALINE IN ADULTS/ (TRENDELENBURG, OR LEFT LATERAL DECUBITUS, WITH HEAD OF TABLE TIPPED DOWNWARD). KEEP VICTIM'S HEAD TURNED TO THE LEFT. (3) ASPIRATE PHARYNX AS REGULARLY AS POSSIBLE TO REMOVE GAGGED OR VOMITED STOMACH CONTENTS. /PESTICIDES OF LOW OR MODERATE TOXICITY/

5. INGESTIONS OCCURRING MORE THAN AN HR BEFORE TREATMENT ARE PROBABLY BEST TREATED ONLY BY ACTIVATED CHARCOAL /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ WATER (CHILDREN), 100 G IN 8-10 OZ WATER (ADULT)/...& SODIUM OR MAGNESIUM SULFATE, 0.25 G/KG... 6. THERE ARE NO SPECIFIC ANTIDOTES FOR THESE CHEMICALS. BECAUSE MANIFESTATIONS OF TOXICITY DO OCCASIONALLY OCCUR IN PECULIARLY PREDISPOSED INDIVIDUALS, MAINTAIN CONTACT WITH VICTIM FOR AT LEAST 72 HR SO THAT UNEXPECTED ADVERSE EFFECTS CAN BE TREATED PROMPTLY. /PESTICIDES OF LOW OR MODERATE TOXICITY/

安全データ

rtecs
YS2787000
毒性
LD50 oral in rat: 6400mg/kg
有毒物質データの
116-52-9(Hazardous Substances Data)

化学と産業

薬理情報

Mechanism of Action...ACCUMULATE IN LEAVES WHERE THEY CAUSE COLLAPSE OF PARENCHYMAL VESSELS. ... IN LEAVES THEY INHIBIT PHOTOSYNTHESIS...& ARE POWERFUL INHIBITORS OF OXIDATION OF WATER TO OXYGEN... /UREA HERBICIDES/
Metabolism/MetabolitesIn the intermediate stages of metab in...plants, monochlorourea and chloral are degraded to the major metabolite TCA (trichloroacetic acid). Residues in rape at harvest are less than 0.02 mg DCU/kg...
Absorption, Distribution and ExcretionSUBSTITUTED UREAS ARE READILY ABSORBED BY PLANT ROOTS & TRANSLOCATED TO ACCUMULATE IN LEAVES... HOWEVER, THEY DO NOT PENETRATE READILY THROUGH LEAVES. /UREA HERBICIDES/
Cellular LocationsCytoplasm

用途と製造

Uses · 3 件

Used as pre-emergence herbicide for sugar beets, vegetables, and other crops; Union Carbide superseded product which is currently of little commercial interest; [HSDB]

Farming (Pesticides) [Category: Industry]

PREEMERGENCE HERBICIDE

Formulations/PreparationsWettable powder.
General Manufacturing Information · 4 件

UNION CARBIDE SUPERSEDED PRODUCT BELIEVED TO BE CURRENTLY OF LITTLE COMMERCIAL INTEREST.

IN THE EARLY 1950'S SEVERAL SUBSTITUTED UREAS WERE DEVELOPED, THE FIRST OF WHICH, DICHLORAL UREA, ATTAINED BRIEF COMMERCIAL USE FOR THE SELECTIVE CONTROL OF WEEDS IN SUGARBEETS.

FORMERLY FOR USE ON SUGAR BEETS & CERTAIN OTHER FIELD & VEGETABLE CROPS.

Miscible with other wettable-powder herbicides.

応用分野

使用DCU (Dicloralurea) is used in the preparation of monoaromatic derivatives of pulvinic acids which may display antioxidant activity. Component of early pesticides.

上流・下流製品情報

上流原料

シクロヘキシルアミノ酢酸抱水クロラール尿素クロラールホスホン酸トリエチルアミン

下流製品

モノ-β,β,β-トリクロロ-α-オキシエチル尿素ジエチルエーテル (無水)

サプライヤー18 社

江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
北京博奥森生物技术有限公司400-901-9800 18611424007 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海颖心实验室设备有限公司021-021-59178156 15300768757 · [email protected]
Musechem+1-800-259-7612 · [email protected]
Aladdin Scientific[email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
HANGZHOU CLAP TECHNOLOGY CO.,LTD86-571-88216897,88216896 13588875226 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
上海鼓臣生物技术有限公司021-34675735 19147740836 · [email protected]

関連反応

1 件
反応記録を作成
HRID 261891 の反応式
HRID 261891生成物としてuspto-grants-1979_05

化合物ノート

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