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Phenyl methylcarbamate

Phenyl methylcarbamate structure

Phenyl methylcarbamate 

structure
  • CAS No:

    1943-79-9

  • Formula:

    C8H9NO2

  • Chemical Name:

    Phenyl methylcarbamate

  • Synonyms:

    Carbamic acid,N-methyl-,phenyl ester;Carbamic acid,methyl-,phenyl ester;Phenyl methylcarbamate;DRC 3345;Phenyl N-methylcarbamate;Phenmec;S 101;NSC 128138

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Phenyl methylcarbamate Basic Attributes

151.16 g/mol

151.16

815-597-0

19U7Y0R088

128138

DTXSID1073282

Characteristics

38.3 Ų

1.24 (LogP)|1.24

1.160 g/cm3

86 °C

Toxicity

PHOTODECOMPOSITION 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.

Drug Information

PHENYL N-METHYLCARBAMATE IS METABOLIZED TO PHENYL N-HYDROXYMETHYLCARBAMATE IN MOUSE. HOOK, GER & JN SMITH, BIOCHEM J 102: 504 (1967). /FROM TABLE/

ANTICHOLINESTERASE ACTIVITIES OF 97 PHENYL CARBAMATES WERE CORRELATED WITH MOLECULAR STRUCTURAL PARAMETERS. THESE CARBAMATES ARE INSECTICIDES AND MAY ACT AS INHIBITORS OF ACETYLCHOLINESTERASE.

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.

Phenyl methylcarbamate Use and Manufacturing

Methods of Manufacturing

FORMERLY BY THE REACTION OF METHYL ISOCYANATE WITH PHENOL OR BY THE REACTION OF PHENYL CHLOROFORMATE WITH METHYLAMINE

Uses

FORMERLY A CHEMICAL INTERMEDIATE FOR PERMANENT PRESS FINISHES|SYNERGISTIC HERBICIDE

Production

(1972) NEGLIGIBLE|(1975) No Data

Carbamic acid, N-methyl-, phenyl ester: INACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.|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.

Computed Properties

Molecular Weight:151.16
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:151.063328530
Monoisotopic Mass:151.063328530
Topological Polar Surface Area:38.3
Heavy Atom Count:11
Complexity:130
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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