Bora CDMO Bora CDMO

X

Find Bendiocarb manufacturers, exporters & distributors on PharmaCompass

PharmaCompass
API SUPPLIERS
API Suppliers

API Suppliers

0

US DMFs Filed

US DMFs Filed

0

CEP/COS Certifications

CEP/COS Certifications

0

JDMFs Filed

JDMFs Filed

0

Other Certificates

Other Certificates

0

Other Suppliers

Other Suppliers

0

API REF. PRICE (USD / KG)

0

INTERMEDIATES

0

DOSSIERS // FDF
USA (Orange Book)

USA (Orange Book)

0

Europe

Europe

0

Canada

Canada

0

Australia

Australia

0

South Africa

South Africa

0

Uploaded Dossiers

Uploaded Dossiers

0

GLOBAL SALES (USD Million)

U.S. Medicaid

0

Annual Reports

0

EXCIPIENTS

0

PATENTS & EXCLUSIVITIES

USFDA Orange Book Patents

0

USFDA Exclusivities

0

DIGITAL CONTENT

Blog #PharmaFlow

0

News

0

REF STANDARD

EDQM

0

USP

0

JP

0

Other Listed Suppliers

0

SERVICES

0

1,3-Benzodioxol-4-ol, 2,2-dimethyl-, methyl carbamate
Also known as: 22781-23-3, Bencarbate, Ficam, Dycarb, Niomil, Ficam w
Molecular Formula
C11H13NO4
Molecular Weight
223.22  g/mol
InChI Key
XEGGRYVFLWGFHI-UHFFFAOYSA-N
FDA UNII
QFH0ZU0A5U

Bendiocarb is a synthetic benzodioxole compound and carbamate acetylcholinesterase inhibitor that is used as a pesticide. It is characterized as a highly toxic, white, odorless crystalline solid, and exposure occurs by inhalation, ingestion, or contact.
1 2D Structure

1,3-Benzodioxol-4-ol, 2,2-dimethyl-, methyl carbamate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate
2.1.2 InChI
InChI=1S/C11H13NO4/c1-11(2)15-8-6-4-5-7(9(8)16-11)14-10(13)12-3/h4-6H,1-3H3,(H,12,13)
2.1.3 InChI Key
XEGGRYVFLWGFHI-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1(OC2=C(O1)C(=CC=C2)OC(=O)NC)C
2.2 Other Identifiers
2.2.1 UNII
QFH0ZU0A5U
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ficam

2. Ficam 80w

3. Ficam W

2.3.2 Depositor-Supplied Synonyms

1. 22781-23-3

2. Bencarbate

3. Ficam

4. Dycarb

5. Niomil

6. Ficam W

7. Multamat

8. Garvox

9. Turcam

10. Bendiocarbamate

11. Multimet

12. Rotate

13. Tattoo

14. Tatoo

15. Seedox 80w

16. Ficam D

17. Ficam Ulv

18. Fisons Nc 6897

19. Bendiocarbe

20. 2,2-dimethyl-1,3-benzodioxol-4-ol Methylcarbamate

21. 2,2-dimethyl-1,3-benzodioxol-4-yl Methylcarbamate

22. Oms-1394

23. 1,3-benzodioxol-4-ol, 2,2-dimethyl-, Methylcarbamate

24. (2,2-dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate

25. Chebi:34556

26. 2,2-dimethyl-1,3-benzodioxol-4-yl N-methylcarbamate

27. 2,3-isopropylidene-dioxyphenyl Methylcarbamate

28. Methylcarbamic Acid 2,3-(isopropylidenedioxy)phenyl Ester

29. Qfh0zu0a5u

30. 2,2-dimethylbenzo-1,3-dioxol-4-yl Methylcarbamate

31. 2,2-dimethyl-1,3-benzdioxol-4-yl N-methylcarbamate

32. 1,3-benzodioxole, 2,2-dimethyl-4-(n-methylcarbamato)-

33. 1,3-benzodioxole, 2,2-dimethyl-4-(n-methylaminocarboxylato)-

34. Carbamic Acid, Methyl-, 2,3-(isopropylidenedioxy)phenyl Ester

35. Carbamic Acid, Methyl-, 2,3-(dimethylmethylenedioxy)phenyl Ester

36. Ficam 80w

37. 2,2-dimethylbenzo[d][1,3]dioxol-4-yl Methylcarbamate

38. 2,3-isopropylidenedioxyphenyl Methylcarbamate

39. Ficam B

40. Ficam Ulv' Ul

41. Ficam Z

42. Dsstox_cid_12327

43. Dsstox_rid_78914

44. Dsstox_gsid_32327

45. 2,2-dimethyl-4-(methylcarbamoyloxy)-1,3-benzodioxole

46. 1,3-benzodioxol-4-ol,2,2-dimethyl-, 4-(n-methylcarbamate)

47. Seedoxin

48. Sedox

49. Bendiocarbe [iso-french]

50. Bendiocarb [ansi:bsi:iso]

51. Cas-22781-23-3

52. Ccris 9062

53. Hsdb 3918

54. Einecs 245-216-8

55. Unii-qfh0zu0a5u

56. Nc6897

57. Rcra Waste No. U278

58. Epa Pesticide Chemical Code 105201

59. Nc 6897

60. Brn 1315404

61. Fuam

62. Ai3-27695

63. 2,2-dimethyl-1,3-benzodioxole-n-methylcarbamate

64. Garvox 3g

65. 1,3-benzodioxol-4-ol, 2,2-dimethyl-, Methyl Carbamate

66. Ficam 80 W

67. Spectrum_001917

68. Bendiocarb [mi]

69. Specplus_000548

70. Ficam Plus (salt/mix)

71. Bendiocarb [iso]

72. Spectrum2_001726

73. Spectrum3_000854

74. Spectrum4_000694

75. Spectrum5_002026

76. Bendiocarb [hsdb]

77. Bendiocarb [mart.]

78. Schembl22080

79. Bspbio_002467

80. Kbiogr_001187

81. Kbioss_002459

82. Spectrum330063

83. Mls002695990

84. Divk1c_006644

85. Spbio_001772

86. Chembl465018

87. Dtxsid9032327

88. Kbio1_001588

89. Kbio2_002452

90. Kbio2_005020

91. Kbio2_007588

92. Kbio3_001967

93. Xeggryvflwgfhi-uhfffaoysa-

94. Hms3087c14

95. Zinc2015426

96. Tox21_201562

97. Tox21_300777

98. Bdbm50064618

99. Ccg-39499

100. Akos015888418

101. Ncgc00094543-01

102. Ncgc00094543-02

103. Ncgc00094543-03

104. Ncgc00094543-04

105. Ncgc00094543-05

106. Ncgc00094543-06

107. Ncgc00094543-07

108. Ncgc00254681-01

109. Ncgc00259111-01

110. Smr000777869

111. Db-045987

112. Bendiocarb, Pestanal(r), Analytical Standard

113. F21336

114. 781b233

115. Q417017

116. J-014852

117. 2,2-dimethyl-1,3-benzodioxol-4-yl Methylcarbamate #

118. 2,2-dimethyl-2h-1,3-benzodioxol-4-yl N-methylcarbamate

119. Carbamic Acid, N-methyl-, 2,3-isopyridenyldioxyphenyl Ester

120. 6,8-dichloro-3-ethyl-2h-benzo[e][1,2,4]thiadiazine 1,1-dioxide

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 223.22 g/mol
Molecular Formula C11H13NO4
XLogP31.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass223.08445790 g/mol
Monoisotopic Mass223.08445790 g/mol
Topological Polar Surface Area56.8 Ų
Heavy Atom Count16
Formal Charge0
Complexity279
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Insecticides

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.)


4.2 Absorption, Distribution and Excretion

In rats given a 1 mg/kg oral dose of (14)C bendiocarb, plasma levels of radioactivity peaked at 10 min after administration. Following a 2.5 mg/kg dose, radioactivity in the tissues 72 hr after administration ranged from 0.015 to 0.061 ppm (as bendiocarb). Six days after 10 day dietary administration of ring-labeled bendiocarb to rats ended, residues were detected in the fat, liver, kidneys, muscle, and brain, the levels being highest in the fat tissue. ... Within 2 days after oral administration of ring-labeled bendiocarb (at 0.125-10 mg/kg) to rats, 89-90% of the dose was eliminated in the urine, 2-6% in the expired air, and 2-6% in the feces. ...

Hayes, W.J., Jr., E.R. Laws, Jr., (eds.). Handbook of Pesticide Toxicology. Volume 3. Classes of Pesticides. New York, NY: Academic Press, Inc., 1991., p. 1143


In rats and a range of other mammals, rapidly absorbed following oral admin or inhalation, but not following skin contact. Rapidly detoxified and eliminated almost completely within 24 hr as the sulfate and glucuronide conjugate of the principal metabolite, 2,2-dimethyl-1,3-benzodioxol-4-ol.

Tomlin, C.D.S. (ed.). The Pesticide Manual - World Compendium. 10th ed. Surrey, UK: The British Crop Protection Council, 1994., p. 76


Bendiocarb may be absorbed from the gastrointestinal tract or to a limited extent through the intact skin. Low vapor pressure makes inhalation unlikely except from airborne spray mist.

WHO/FAO; Pesticide Data Sheet (PDS) 52: Bendiocarb. Available from, as of September 3, 2013: https://www.inchem.org/pages/pds.html


Male and female rats treated with a single oral dose of (14)C-bendiocarb at approximately 10 mg/kg body weight eliminated over 95% of the administered radioactivity in urine (89%), expired air (6%) and feces (2%) within 2 days of dosing. There was no significant sex different in rate and route of elimination.

WHO/FAO; Joint Meeting on Pesticide Residues: Pesticide Residues in Food - 1982 for Bendiocarb (22781-23-3) (1982). Available from, as of September 3, 2013: https://www.inchem.org/pages/jmpr.html


For more Absorption, Distribution and Excretion (Complete) data for BENDIOCARB (7 total), please visit the HSDB record page.


4.3 Metabolism/Metabolites

Metabolism ... of an oral dose of (14)C bendiocarb by a human subject was similar to the pattern observed in animals; primarily as sulfate and glucuronide conjugates of the phenol, with minor amounts of conjugated bendiocarb and N-hydroxymethyl bendiocarb.

Hayes, W.J., Jr., E.R. Laws, Jr., (eds.). Handbook of Pesticide Toxicology. Volume 3. Classes of Pesticides. New York, NY: Academic Press, Inc., 1991., p. 1143


In all species examined, bendiocarb was metabolized via cleavage of the carbamate ester group to yield the phenol (2,2-dimethyl-1,3-benzoxodiol-4-ol), which was excreted as sulfate and glucuronide conjugates.

Hayes, W.J., Jr., E.R. Laws, Jr., (eds.). Handbook of Pesticide Toxicology. Volume 3. Classes of Pesticides. New York, NY: Academic Press, Inc., 1991., p. 1143


Spontaneous hydrolysis of the carbamate-cholinesterase complex occurs in vivo, leading to the disappearance of clinical effects within 24 hr. /Carbamate pesticides/

Ellenhorn, M.J. and D.G. Barceloux. Medical Toxicology - Diagnosis and Treatment of Human Poisoning. New York, NY: Elsevier Science Publishing Co., Inc. 1988., p. 1077


Bendiocarb is readily conjugated and metabolized by liver microsome enzymes, it is rapidly excreted, mainly as sulfate and beta-glucuronide conjugates of the phenol derivative.

WHO/FAO; Pesticide Data Sheet (PDS) 52: Bendiocarb. Available from, as of September 3, 2013: https://www.inchem.org/pages/pds.html


For more Metabolism/Metabolites (Complete) data for BENDIOCARB (11 total), please visit the HSDB record page.


4.4 Biological Half-Life

In a male volunteer given a single oral dose of 9.8 mg or approximately 0.12 mg/kg of (14)C-bendiocarb, over 99% of the administered dose was excreted in the urine in 22 hours. The plasma half-life and the half-life for renal elimination for total radioactivity was estimated at 3.5 and 3.3 hours, respectively. ...

WHO/FAO; Joint Meeting on Pesticide Residues: Pesticide Residues in Food - 1982 for Bendiocarb (22781-23-3) (1982). Available from, as of September 3, 2013: https://www.inchem.org/pages/jmpr.html


Following an acute oral dose of (14)C-bendiocarb at 1 mg/kg body weight, plasma levels in male and female rats peaked at 10 minutes post treatment with plasma half-life being calculated at 4.4 hours for both sexes.

WHO/FAO; Joint Meeting on Pesticide Residues: Pesticide Residues in Food - 1982 for Bendiocarb (22781-23-3) (1982). Available from, as of September 3, 2013: https://www.inchem.org/pages/jmpr.html


In a male volunteer given a single oral dose of 9.8 mg or approximately 0.12 mg/kg of (14)C-bendiocarb, over 99% of the administered dose was excreted in the urine in 22 hours. The plasma half-life and the half-life for renal elimination for total radioactivity was estimated at 3.5 and 3.3 hours, respectively. ...

WHO/FAO; Joint Meeting on Pesticide Residues: Pesticide Residues in Food - 1982 for Bendiocarb (22781-23-3) (1982). Available from, as of September 3, 2013: https://www.inchem.org/pages/jmpr.html


Bendiocarb acts through inhibition of cholinesterase activity which is rapidly reversible, the half-life of the inhibited enzyme is approximately 30 minutes.

WHO/FAO; Pesticide Data Sheet (PDS) 52: Bendiocarb. Available from, as of September 3, 2013: https://www.inchem.org/pages/pds.html


Ask Us for Pharmaceutical Supplier and Partner
Ask Us, Find A Supplier / Partner
No Commissions, No Strings Attached, Get Connected for FREE

What are you looking for?

How can we help you?

The request can't be empty

Please read our Privacy Policy carefully

You must agree to the privacy policy

The name can't be empty
The company can't be empty.
The email can't be empty Please enter a valid email.
The mobile can't be empty
Post Enquiry
POST ENQUIRY