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Mecoprop-P

HCID 185588
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
16484-77-8
표준 SMILES
Cc1cc(Cl)ccc1O[C@H](C)C(=O)O
InChIKey
WNTGYJSOUMFZEP-SSDOTTSWSA-N
분자식
C10H11ClO3
평균 분자량
214.64 g/mol
단동위원소 질량
214.0396719

개요

(R)-mecoprop is the (R)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the active stereoisomer of the racemic herbicide mecoprop. It has a role as a phenoxy herbicide. It is a conjugate acid of a (R)-2-(4-chloro-2-methylphenoxy)propanoate. It is an enantiomer of a (S)-mecoprop.

이름 및 식별자

우선 이름
Mecoprop-P
IUPAC
(2R)-2-(4-chloro-2-methylphenoxy)propanoic acid
영어명
MECOPROP-P
분자식
C10H11ClO3
분자량
214.65

이름 및 동의어

Mecoprop-P16484-77-8(R)-MecopropMecoprop-P [ISO]Duplosan KVMecoprop, D-DTXSID3032670(R)-MCPPEINECS 240-539-0UNII-455R9M917HIPPONJIME EKIZAIPropanoic acid, 2-(4-chloro-2-methylphenoxy)-, (R)-
이름 더 보기
D(+)-MECOPROP2m-4xpOPTICA(R)Astix(TM)duplosankvDUPLOSAN(R) KV
(R)-2-(4-Chloro-2-methylphenoxy)propionate(+)-MECOPROP455R9M917H(R)-(+)-MECOPROPPropanoic acid, 2-(4-chloro-2-methylphenoxy)-, (2R)-DTXCID1012670CHEBI:75703EC 240-539-0

데이터베이스 식별자

CAS
16484-77-8
PubChem CID
185588
DTXSID
DTXSID3032670
ChEMBL
CHEMBL2145254、CHEMBL2287189
ChEBI
CHEBI:75703
UNII
455R9M917H
EC Number
240-539-0
Nikkaji
J35.365E

물성

구조 계산 물성

XLogP
3.1
극성 표면적
46.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
3
무거운 원자 수
14
형식 전하
0
복잡도
208

실험 및 물리화학적 성질

SpringerMaterials PropertiesFusion temperature
Pesticides · 4건

Herbicides

Active substance -> EU Pesticides database: Approved

Pesticides -> Herbicides, Chlorophenoxy

Environmental transformation -> Pesticides (parent, predecessor)

Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionColorless odorless solid; [Reference #1]

물리화학적 성질

녹는점
95 °C · 95 °C
끓는 점
308.11 °C · 308.11°C (rough estimate)
밀도
1.2413 · 1.2413 (rough estimate)
증기압
0.001 Pa · 0.001Pa at 25℃
굴절률
1.539 · 1.5390 (estimate)
인화점
100 °C · >100 °C
저장 조건
0 · 0-6°C
산도 계수 (pKa)
3.19 · 3.19±0.10(Predicted)
수용성
880 mg/L · 880mg/L at 20℃
BRN
5261833 · 5261833
Henry's Law Constant
1 · 1.0×104 mol/(m3Pa) at 25℃, Mackay et al. (2006)
주요 응용
농업환경
InChI
InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)/t7-/m1/s1
InChIKey
WNTGYJSOUMFZEP-SSDOTTSWSA-N
SMILES
O(C1C=CC(=CC=1C)Cl)[C@H](C)C(=O)O
LogP
-0.19 at · -0.19 at 20℃
EPA
(R)-Mecoprop (16484-77-8)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Danger

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

P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)

Danger

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

P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 5건

Commission Regulation No 844/2012

MCPP-p acid + salts is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

03/70/EC, Dir. 03/70/EC, Reg (EU) 2026/2025, Reg. (EU) 2016/2016, Reg. (EU) 2016/2016, Reg. (EU) 2018/1796, Reg. (EU) 2018/1796, Reg. (EU) 2018/84, Reg. (EU) 2018/84, Reg. (EU) 2019/2094, Reg. (EU) 2019/2094, Reg. (EU) 2021/2068, Reg. (EU) 2021/52, Reg. (EU) 2024/324, Reg. (EU) 2025/787 , Reg. (EU) No 2023/114, Reg. (EU) No 540/2011, Reg. (EU) No 540/2011, Reg. (EU) No 823/2012, Reg. (EU) No 823/2012

REACH registered substance: mecoprop-P (ISO); (R)-2-(4-chloro-2-methylphenoxy)propionic acid (EC: 240-539-0)

Mecoprop-p: HSNO Approval: HSR003313 Approved with controls

Hazards SummaryThe potassium salt and dimethylamine salt dissociate to the MCPP-p acid. The mixture of isomers (Mecoprop) and the active isomer (MCPP-p) have similar toxic effects. {Reference #1] See Mecoprop and Mecoprop dimethylamine salt.
Hazard Classes and Categories · 3건

Acute Tox. 4 (100%)

Acute toxicity (ingestion) - category 4

Acute Tox. 4

독성 정보

TreatmentTreatment may include washing any areas of contact, GI decontamination if swallowed, administering an IV and forced alkaline diuresis. (L346)
Health Effects · 1건

Exposure to large amounts of CDDs causes chloracne, a severe skin disease with acne-like lesions that occur mainly on the face and upper body. CDDs may also cause liver damage and induce long-term alterations in glucose metabolism and subtle changes in hormonal levels. In addition, studies have shown that CDDs may disrupt the endocrine system and weaken the immune system, as well as cause reproductive damage and birth defects, central and peripheral nervous system pathology, thyroid disorders, endometriosis, and diabetes. 2,3,7,8-Tetrachlorodibenzo-p-dioxin is also a known human carcinogen. (L177, L178)

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Toxicity Summary · 1건

CDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the trascription of certain genes. The affinity for the Ah receptor depends on the structure of the specific CDD. The change in gene expression may result from the direct interaction of the Ah receptor and its heterodimer-forming partner, the aryl hydrocarbon receptor nuclear translocator, with gene regulatory elements or the initiation of a phosphorylation/dephosphorylation cascade that subsequently activates other transcription factors. The affected genes include several oncogenes, growth factors, receptors, hormones, and drug-metabolizing enzymes. The change in transcription/translation of these genes is believed to be the cause of most of the toxic effects of CDDs. This includes 2,3,7,8-tetrachlorodibenzo-p-dioxin's carcinogenicity is thought to be the result of its ability to alter the capacity of both exogenous and endogenous substances to damage the DNA by inducing CYP1A1- and CYP1A2-dependent drug-metabolizing enzymes. (L177)

Signs and SymptomsIn addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177)
Carcinogen Classification2B, possibly carcinogenic to humans. (L135)
RAIS Toxicity Values · 4건

1.75

OPP

0.04

OPP

EPA Human Health Benchmarks for Pesticides · 6건

MCPP-p acid + salts

1.75

11700

Children

0.04

200

안전 데이터

wgk
2
rtecs
UE9755000
ridadr
UN3077 9/PG 3
risk_code
22-41-51/53
hazard_code
Xn,N
safety_code
13-26-37/39-46-61
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing CDDs induce both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the feces, though smaller amounts are excreted in the urine and via lactation. (L177)

용도 및 제조

Uses · 2건

Used as a plant growth regulator (herbicide); The R isomer has been identified as the herbicidally active isomer and with advances in chemical synthesis can now be affordably commercially manufactured; This enriched isomeric form is being called Mecoprop-p (MCPP-p) and is replacing the racemic mixture in all formulations being used in the US; [Reference #1]

Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)

Household Products · 2건

Information on 8 consumer products that contain Mecoprop-p in the following categories is provided:

Information on 14 consumer products that contain d-Mecoprop in the following categories is provided:

Use ClassificationEnvironmental transformation -> Pesticides (parent, predecessor)
응용 분야 · 2건

용도Mecoprop-P has been used as a reference standard for identification of mecoprop enantiomer elution using chiral GC columns. It has also been used as a pesticide in a comparative study to detect the pesticide contamination of indoor air and human hair samples.

일반 설명Mecoprop-P, a phenoxyalkanoic acid is widely used as herbicide. It forms colourless and odourless crystals. The (R)-isomer of mecoprop is the active herbicide site. It is generally used for postemergence control of broad-leaved weeds by translocating the herbicide to the roots.

상·하류 제품 정보

상류 원료

Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, ethyl ester, (2R)-Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, methyl ester, (2R)-

공급사31 곳

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
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江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
山东利腾生物科技有限公司+86-18663721413 +86-15552573001 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
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成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
广东顺奥化学试剂有限公司19928586137 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
广东翁江化学试剂有限公司0751-2815987 13927875076 · [email protected]
上海锌果科技有限公司13120711461 · [email protected]
济南泰恒生物科技有限公司17852565707 · [email protected]
上海炎泽化工有限公司15345144255 19901447308 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
山东小野化学股份有限公司0539-6362799 20)
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深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
Alchem Pharmtech,Inc.8485655694 · [email protected]
上海杰股生物科技有限公司021-51698675 · [email protected]
上海研邦医药科技有限公司15618536883 · [email protected]
重庆卡兰医药有限公司[email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
Shanghai Tuomin Biological Technology Co., Ltd[email protected]
山东碳氢生物化工有限公司13060081947 13060081947 · [email protected]

추가 설명

정의ChEBI: The (R)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the active stereoisomer of the racemic herbicide mecoprop.

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