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Phenyl Methylcarbamate

HCID 16034
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
1943-79-9
Standard SMILES
CNC(=O)Oc1ccccc1
InChIKey
SCWKRWCUMCMVPW-UHFFFAOYSA-N
Molecular formula
C8H9NO2
Average molar mass
151.16 g/mol
Monoisotopic mass
151.06332853

Names & identifiers

Preferred name
Phenyl Methylcarbamate
IUPAC
phenyl N-methylcarbamate
English name
Methylcarbamic acid phenyl ester
Molecular formula
C8H9NO2
Molecular weight
151.16

Names & synonyms

PHENYL METHYLCARBAMATE1943-79-9Phenyl N-methylcarbamateMethylcarbamic acid phenyl esterPhenmecN-MethylphenylcarbamatePhenyl monomethylcarbamateCarbamic acid, methyl-, phenyl esterPhenol, methylcarbamatePhenyl-N-methylcarbamateDRC 3345Methyl carbamic acid phenyl ester
Show more names
Pyriproxyfen Impurity 2PHENYL-N-METHYL-CARBAMATECARBAMICACID,METHYL-,PHENYLESTERN-Methylcarbamic acid phenyl esterCarbamic acid,N-methyl-, phenyl ester
CCRIS 1835HSDB 2598NSC 128138BRN 2045075AI3-3308019U7Y0R088NSC-128138Carbamic acid, N-methyl-, phenyl ester

Database identifiers

CAS
1943-79-9
PubChem CID
16034
DTXSID
DTXSID1073282
ChEMBL
CHEMBL2046815
UNII
19U7Y0R088
EC Number
815-597-0
Nikkaji
J42.803E

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
38.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
11
Formal charge
0
Complexity
130

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Carbamic Acid Esters
LogP · 2 items

1.24

1.24

Vapor Pressure0.07 [mmHg]

Physicochemical properties

Melting point
86 °C · 86 °C
Boiling point
273.17 °C · 273.17°C (rough estimate)
Density
1.2023 · 1.2023 (rough estimate)
refractive index
1.581 · 1.5810 (estimate)
storage temp.
Sealed in dry,Room Temperature
pka
11.54 · 11.54±0.46(Predicted)
Appearance
White to off-white Solid
Water Solubility
5 g/L · 5g/L at 25℃
InChI
InChI=1S/C8H9NO2/c1-9-8(10)11-7-5-3-2-4-6-7/h2-6H,1H3,(H,9,10)
InChIKey

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 90% (9 of 10) of all reports.

Warning

H302 (10%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 2 items

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 07-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21536

Hazards SummaryCauses general anesthesia in lethal-dose studies of rats (intraperitoneal and intravenous routes); [RTECS] Does not inhibit the cholinesterase enzyme; [HSDB]
Hazard Classes and CategoriesAcute Tox. 4 (10%)

Toxicology

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Non-Human Toxicity Excerpts · 1 item

EFFECT OF SUBSTITUTION BY ALKYL, METHOXY, & CHLORO GROUPS IN PHENYL METHYLCARBAMATES ON TOXICITY TO APIS MELLIFERA & INHIBITION OF BEE HEAD CHOLINESTERASE WAS STUDIED. THE RELATION BETWEEN ANTICHOLINESTERASE ACTIVITY AND SYNERGIZED TOXICITY TO THE HONEY BEE, A CARBAMATE-SUSCEPTIBLE INSECT, WAS SIMILAR TO THAT PREVIOUSLY FOUND WITH HOUSE FLIES.

Environmental Abiotic DegradationPHOTODECOMPOSITION OF PHENMEC (PHENYL-N-METHYLCARBAMATE) RESULTS IN PHENOL, 2-HYDROXY-N-METHYL-BENZAMIDE, 4-HYDROXY-N-METHYL BENZAMIDE AND BENZENE. PHOTODECOMPOSITION PRECEEDS VIA ALPHA AND BETA CLEAVAGE.

Chemistry & industry

Pharmacology

Mechanism of ActionANTICHOLINESTERASE ACTIVITIES OF 97 PHENYL CARBAMATES WERE CORRELATED WITH MOLECULAR STRUCTURAL PARAMETERS. THESE CARBAMATES ARE INSECTICIDES AND MAY ACT AS INHIBITORS OF ACETYLCHOLINESTERASE.
Metabolism/MetabolitesPHENYL N-METHYLCARBAMATE IS METABOLIZED TO PHENYL N-HYDROXYMETHYLCARBAMATE IN MOUSE. HOOK, GER & JN SMITH, BIOCHEM J 102: 504 (1967). /FROM TABLE/

Uses & manufacturing

Uses · 4 items

Used as a synergistic herbicide; formerly as an intermediate for permanent press finishes; [HSDB]

Farming (Pesticides) [Category: Industry]

FORMERLY A CHEMICAL INTERMEDIATE FOR PERMANENT PRESS FINISHES

SYNERGISTIC HERBICIDE

U.S. Exports · 2 items

(1972) No Data

(1975) No Data

U.S. Imports · 2 items

(1972) No Data

(1975) No Data

U.S. Production · 2 items

(1972) NEGLIGIBLE

(1975) No Data

Methods of ManufacturingFORMERLY BY THE REACTION OF METHYL ISOCYANATE WITH PHENOL OR BY THE REACTION OF PHENYL CHLOROFORMATE WITH METHYLAMINE
General Manufacturing Information · 4 items

Carbamic acid, N-methyl-, phenyl ester: INACTIVE

WHEN MIXED WITH N-OCTYLBICYCLOHEPTENEDICARBOXIMIDE, PIPERONYLBUTOXIDE &/OR OCTACHLORODIPROL ETHER, IT IS USED AS BROAD-SPECTRUM INSECTICIDE.

ALKYL N-PHENYLCARBAMATE HERBICIDES ARE USED IN COMBINATION WITH PHENYL-ALKYLCARBAMATE OR N,N-DIALKYLCARBAMATE HERBICIDES FOR INCR OR PROLONGING HERBICIDAL ACTIVITY OR ALTERING SPECTRUM OF HERBICIDAL ACTIVITY.

EITHER 3,4-DICHLOROPROPIONANILIDE OR PHENYL METHYLCARBAMATE APPLIED TO SOILS @ (300 & 50 G/10 ACRE, RESPECTIVELY) HAD LITTLE ACTIVITY; IN COMBINATION THEY COMPLETELY CONTROLLED WEEDS.

Related reactions

32 records
New reaction record
HRID 100051 reaction equation
HRID 100051As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 107825 reaction equation
HRID 107825As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 441898 reaction equation
HRID 441898As reactantuspto-grants-1977_08
HRID 441971 reaction equation
HRID 441971As reactantuspto-grants-1977_08
HRID 594823 reaction equation
HRID 594823As reactantuspto-grants-2016_01
HRID 956902 reaction equation
HRID 956902As reactantValidation data from https://doi.org/10.1039/C8SC04228D
HRID 1112602 reaction equation
HRID 1112602As reactantuspto-grants-1978_10
HRID 1213927 reaction equation
HRID 1213927As reactantTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
Page 1 of 4

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
SCWKRWCUMCMVPW-UHFFFAOYSA-N
SMILES
C(OC1=CC=CC=C1)(=O)NC
FDA UNII
19 U7Y0R088 · 19U7Y0R088
EPA Substance Registry System
Phenyl methylcarbamate (1943-79-9)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
280 · P280-P304+P340-P321
TSCA
TSCA listed
HS Code
2924297099 · 2924297099
Hazardous Substances Data
1943 · 1943-79-9(Hazardous Substances Data)
REACH Registrations
Active
Antidote and Emergency Treatment · 5 items

1) ESTABLISH CLEAR AIRWAY & TISSUE OXYGENATION BY ASPIRATION OF SECRETIONS & IF NECESSARY, BY ASSISTED PULMONARY VENTILATION WITH OXYGEN. IMPROVE TISSUE OXYGENATION AS MUCH AS POSSIBLE BEFORE ADMINISTERING ATROPINE TO MINIMIZE THE RISK OF VENTRICULAR FIBRILLATION. /CARBAMATES, CHOLINESTERASE INHIBITORS/

2) ADMIN ATROPINE SULFATE IV, OR IM IF IV INJECTION IS NOT POSSIBLE... IN MODERATELY SEVERE POISONING: ADULT DOSAGE, INCLUDING CHILDREN OVER 12 YR: 0.4-2.0 MG REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED (TACHYCARDIA, FLUSHING, DRY MOUTH, MYDRIASIS). MAINTAIN ATROPINIZATION BY REPEATED DOSES FOR 2-12 HR, OR LONGER, DEPENDING ON SEVERITY OF POISONING... DOSAGE FOR CHILDREN UNDER 12 YEARS: 0.05 MG/KG BODY WT REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED. MAINTAIN ATROPINIZATION WITH REPEATED DOSAGE OF 0.02-0.05 MG/KG. SEVERELY POISONED INDIVIDUALS MAY EXHIBIT REMARKABLE TOLERANCE TO ATROPINE; TWICE THE DOSES SUGGESTED ABOVE MAY BE NEEDED... /CARBAMATES, CHOLINESTERASE INHIBITORS/

3. PRALIDOXIME (PROTOPAM-AYERST, 2-PAM) IS OF DOUBTFUL VALUE IN POISONINGS BY CARBAMATE INHIBITORS OF CHOLINESTERASE. ATROPINE ALONE IS ALMOST ALWAYS AN ADEQUATE ANTIDOTE. PRALIDOXIME IS PROBABLY CONTRAINDICATED IN POISONINGS BY CARBARYL, SPECIFICALLY. IF VICTIM OF CARBAMATE POISONING EXHIBITS SEVERE MUSCLE WEAKNESS &/OR RESPIRATORY DEPRESSION, OR IF POISONING INVOLVES A COMBINATION OF CARBAMATE & ORGANOPHOSPHATE, A DILUTE SOLUTION OF PRALIDOXIME (TOTAL DOSE IN 250 ML 5% GLUCOSE SOLN) MAY BE GIVEN CAUTIOUSLY IV. THE INFUSION SHOULD BE TERMINATED IF PATIENT'S CONDITION WORSENS. PRALIDOXIME DOSAGE: ADULTS, 1.0 G; FOR CHILDREN UNDER 12 YR, 20-50 MG/KG. 4. OBSERVE TREATED PATIENTS CLOSELY AT LEAST 24 HR TO INSURE THAT SYMPTOMS (POSSIBLY PULMONARY EDEMA) DO NOT RECUR AS ATROPINIZATION WEARS OFF. IN VERY SEVERE POISONINGS, METABOLIC DISPOSITION OF TOXICANT MAY REQUIRE SEVERAL HR OR DAYS DURING WHICH ATROPINIZATION MUST BE MAINTAINED. /CARBAMATES, CHOLINESTERASE INHIBITORS/

5. BATHE & SHAMPOO VICTIM WITH SOAP & WATER IF THERE IS ANY CHANCE THAT SKIN & HAIR ARE CONTAMINATED. 6. IF PESTICIDE HAS BEEN INGESTED IN QUANTITY SUFFICIENT TO CAUSE POISONING, EMPTY THE STOMACH & INTESTINE. A. IF VICTIM IS ALERT & RESPIRATION IS NOT DEPRESSED, GIVE SYRUP OF IPECAC, FOLLOWED BY 1-2 GLASSES OF WATER TO INDUCE VOMITING; ADULTS (INCLUDING CHILDREN OVER 12), 30 ML; CHILDREN (UNDER 12 YR), 15 ML. CAUTION: OBSERVE VICTIM CLOSELY AFTER ADMIN IPECAC, IF CONSCIOUSNESS LEVEL DECLINES, OR IF VOMITING HAS NOT OCCURRED IN 15 MIN, PROCEED IMMEDIATELY TO INTUBATE THE STOMACH. FOLLOWING EMESIS, HAVE VICTIM DRINK A SUSPENSION OF /PRC: 30 G ACTIVATED CHARCOAL IN 3-4 OZ OF WATER (CHILDREN), 100 G IN 8-10 OZ OF WATER (ADULTS)/...TO BIND TOXICANT REMAINING IN THE GI TRACT. /CARBAMATES, CHOLINESTERASE INHIBITORS/

For more Antidote and Emergency Treatment (Complete) data for PHENYL METHYLCARBAMATE (6 total), please visit the HSDB record page.

Safety data

tsca
TSCA listed
hs_code
2924297099
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319-H335
REACH Registrations
Active
Precautionary statements
P280-P304+P340-P321
Hazardous Substances Data
1943-79-9(Hazardous Substances Data)

Applications

UsesPhenyl N-Methylcarbamate can be used as a biomarker for colorectal cancer. It also used an insecticide.

Upstream & downstream products

Downstream products

NSC82194Acetic acid, 2-hydroxy-, 2-[(methylamino)carbonyl]hydrazide

Suppliers53 total

上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海腾准生物科技有限公司19821570922 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
上海皓竹医药科技有限公司18912729622 · [email protected]
湖南嘉航医药科技有限公司85521272 15200744171 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
南京世洲生物科技有限公司025-025-85560043 17301488900 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
烟台正信新材料科技有限公司13854547682 13854547682 · [email protected]
Aceschem Inc.+1-817863-6948 +1-(817)863-6948 · [email protected]
上海珂华生物科技有限公司021-60455363 18019463053 · [email protected]
南京诺利斯医药科技有限公司13901585132 · [email protected]
上海健超生物科技有限公司150-2103-5486 18017383231 · [email protected]
上海裕兰生物科技有限公司021-57171705 13817537615 · [email protected]
南京世洲生物科技有限公司13675144456 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
上海缘启生物科技有限公司+86-2332782371 +86-18120098618 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
山东利腾生物科技有限公司15020019777 18663721413 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
南京雅科伦医药科技有限公司025-66096098 3165145969 · [email protected]
南京百安迈生物医药科技有限公司18066080842 13952020641 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
成都爱斯特化学技术有限公司15928766785 15928766785 · [email protected]
上海玉函化工有限公司021-61469567 13774476675 · [email protected]
ATK CHEMICAL COMPANY LIMITED+undefined-21-51877795 · [email protected]
南京波普生物医药研发有限公司025-87138562 18951783565 · [email protected]
温州共赢化学有限公司0577-64498589 15325081899 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
河南阿尔法化工有限公司0371-55055611 18137792234 · [email protected]
山东康曼生物科技有限公司0539-7109900 18253952333 · [email protected]
Aladdin Scientific[email protected]
Aromsyn Co., Ltd.+86-0571-85585865 +86-13336024896 · [email protected]
常州千艾生物科技有限公司051915240519135 13961152745 · [email protected]
XIAMEN AMITY INDUSTRY AND TRADE CO., LTD.+8618950047208 · [email protected]
郑州艾克姆化工有限公司13303867194 · [email protected]
河南奥创化工有限公司+86-0371-63689365 +8618638391208 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
合肥钼凯医药科技有限公司18130062233 · [email protected]
上海捷世凯生物科技有限公司021-57520305 13795461237 · [email protected]
上海相辉医药科技有限公司13611835272 13611835272 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
江苏艾康生物医药研发有限公司17714375163 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418671 +86-189 4982 3763 · [email protected]
都创(上海)医药科技股份有限公司021-58099077-8041 18601625411 · [email protected]