| Identification | Back Directory | [Name]
Asulam | [CAS]
3337-71-1 | [Synonyms]
ASILAN
ASULAM
asulox
Jonnix
plakin
Asulon
ASULUM
Arulam
Asilam
asulan
Argilan
SANULAM
mb 9057
asuloxf
Asulox f
UPPERCUT
Asulfox F
mandb9057
ASULOX 40
ASULOX(R)
JONNIX(R)
ASULOX F(R)
ASULOX 40(R)
'LGC' (1602)
m And b 9057
ASULAM STANDARD
ASULAM, 1GM, NEAT
asulam (bsi,iso,ansi,wssa)
METHYL SULFANILYLCARBAMATE
methyl sulphanilylcarbamate
N-1-Methoxycarbonylsulfanilamide
sulfanilyl-carbamicacimethylester
n(sup1)-methoxycarbonylsulfanilamide
4-Amino-benzolsulfonyl-methylcarbamat
CARBAMICACID,SULPHANILYL-,METHYLESTER
sulfanilyl-carbamic acid methyl ester
p-(N-Methoxycarbonylsulfamoyl)-aniline
METHYL 4-AMINOPHENYLSULPHONYLCARBAMATE
Methyl p-aminobenzenesulfonylcarbamate
methyl4-aminobenzenesulphonylcarbamate
Methyl 4-aminobenzenesulfonylcarbamate
Methyl 4-aminobenzenesulphonyl carbamate
Carbamic acid, sulfanilyl-, methyl ester
methyl-4-aminobencensulphonyl carbamater
ASULAM PESTANAL (METHYL 4-AMINO- PHENYLS
methyl n-(4-aminophenylsulfonyl)carbamate
methyln-(4-aminobenzenesulfonyl)carbamate
Methyl [(4-aminophenyl)sulfonyl]carbamate
Methyl N-(4-aminobenzenesulfonyl)carbamate
((4-aminophenyl)sulfonyl)-carbamicacimethylester
METHYL ((4-AMINOPHENYL)SULFONYL)CARBAMATE /ASULAM
[(4-Aminophenyl)sulfonyl]carbamic acid methyl ester
Carbamicacid,[(4-aminophenyl)sulfonyl]-,methylester
Carbamic acid, 4-aminobenzenesulfonyl-, methyl ester
N-[(4-AMinophenyl)sulfonyl]carbaMic Acid Methyl Ester
Carbamic acid, [(4-aminophenyl)sulfonyl]-, methyl ester
Carbamicacid, N-[(4-aminophenyl)sulfonyl]-, methyl ester | [EINECS(EC#)]
222-077-1 | [Molecular Formula]
C8H10N2O4S | [MDL Number]
MFCD00055534 | [MOL File]
3337-71-1.mol | [Molecular Weight]
230.24 |
| Chemical Properties | Back Directory | [Melting point ]
142-144°C (dec.) | [density ]
1.4655 (rough estimate) | [refractive index ]
1.5690 (estimate) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
4.82(at 25℃) | [color ]
Pale Brown to Light Brown | [Water Solubility ]
5g/L(room temperature) | [Merck ]
13,862 | [BRN ]
2697523 | [Major Application]
agriculture
environmental | [InChI]
1S/C8H10N2O4S/c1-14-8(11)10-15(12,13)7-4-2-6(9)3-5-7/h2-5H,9H2,1H3,(H,10,11) | [InChIKey]
VGPYEHKOIGNJKV-UHFFFAOYSA-N | [SMILES]
COC(=O)NS(=O)(=O)c1ccc(N)cc1 | [LogP]
-0.270 | [NIST Chemistry Reference]
Asulam(3337-71-1) | [EPA Substance Registry System]
Carbamic acid, [(4-aminophenyl)sulfonyl]-, methyl ester(3337-71-1) |
| Hazard Information | Back Directory | [Chemical Properties]
Light Brown Solid | [Uses]
Carbamate herbicide; folic acid biosynthesis inhibitor. | [Definition]
ChEBI: A carbamate ester that is methyl carbamate substituted by a (4-aminophenyl)sulfonyl group at the nitrogen atom. | [Description]
Asulam is a sulfonamide and can be formulated as a
sodium salt. It is very water soluble and is a very
systemic herbicide following foliar and root uptake, owing
to its physicochemical properties (Table 1). The Log P
(Kow) of 1.01 and pKa of 4.82 are optimal for phloem
mobility in the plant (4). These properties contribute
to the herbicidal effectiveness against perennial weeds
where translocation to underground meristematic organs
is essential for effective control. | [Production Methods]
Asulam is commercially produced by reacting sulfanilamide with dimethyl sulphate and methyl chloroformate. The synthesis begins with sulfanilamide, which undergoes methylation using dimethyl sulphate to introduce a methyl group on the nitrogen atom. This intermediate is then reacted with methyl chloroformate to form asulam. | [Health Hazard]
Low order of toxicity; no adverse effect onskin reported; ingestion of large dose couldproduce cholinergic effects.
LD50 oral (rat): 2000 mg/kg. | [Mechanism of action]
Selective system action, absorbed by leaves, shoots and roots. Inhibition of dihydropterate synthase causing slow chlorosis. | [Pharmacology]
Asulam-induced
growth inhibition of carrot cell cultures was reversed by
4-aminobenzoic acid (8), and depletion of folate derivatives
in treated plants (7) provides further evidence that
the synthesis of folic acid is the primary target of
asulam. Furthermore, asulam is structurally related to
sulfonilamide and to sulfonamide antimicrobial drugs,
which are competitive inhibitors of 7,8-dihydropteroate
synthase (DHPS) (5,9). | [Environmental Fate]
Soil. It is not persistent in soils since its half-life is approximately 6–14 days (Hartley
and Kidd, 1987). The short persistence time is affected by soil temperature and moisture
content. The half-life of asulam in a heavy clay soil having a moisture content of 34%
and maintained at 20°C was 7 days (Smith and Walker, 1977). In soil, sulfanilamide was
reported as a product of hydrolysis. In non-sterile soils, this compound further degraded
to unidentifiable products (Smith, 1988) which may include substituted anilines (Bartha,
1971).
Photolytic. The reported photolytic half-lives for asulam in water at pH 3 and 9 were
2.5 and 9 days, respectively (Humburg et al., 1989)
Chemical/Physical. Forms water-soluble salts (Hartley and Kidd, 1987). When heated
to 75°C, asulam decomposed to sulfanilic acid, carbamic acid and sulfanilamide. At 90°C,
4-nitro- and 4-nitrosobenzene sulfonic acids were released (Rajagopal et a | [Pesticide Type]
Herbicide |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P273-P391-P501 | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [RTECS ]
FD1190000 | [HS Code ]
29350090 | [Storage Class]
13 - Non Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Hazardous Substances Data]
3337-71-1(Hazardous Substances Data) | [Toxicity]
LD50 in rats, mice, dogs, rabbits (mg/kg): >5000, >5000, >5000, >2000 orally; in rats (mg/kg): >1200 dermally (Brockelsby) |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|