| Identification | More | [Name]
NAPTALAM | [CAS]
132-66-1 | [Synonyms]
ALANAP
ALANAP(R)
N-(1-NAPHTHYL)PHTHALAMIC ACID
NAPHTHYLPHTHALAMIC ACID
NAPTALAM
NAPTRO
N-NAPHTHALEN-1-YL-PHTHALAMIC ACID
NPA
TIMTEC-BB SBB008186
2-((1-naphthalenylamino)carbonyl)-benzoicaci
2-((1-naphthalenylamino)carbonyl)benzoicacid
6q8
acp322
alanap1
alanap10g
alanap10gat
alanap-2
alanape
alanapplus
alpha-naphthylphthalamicacid | [Molecular Formula]
C18H13NO3 | [MDL Number]
MFCD00037725 | [Molecular Weight]
291.3 | [MOL File]
132-66-1.mol |
| Chemical Properties | Back Directory | [Appearance]
solid with an unpleasant odour | [Melting point ]
185-190 °C | [Boiling point ]
433.31°C (rough estimate) | [density ]
d420 1.40 | [refractive index ]
1.4800 (estimate) | [storage temp. ]
0-6°C | [solubility ]
DMF: 25 mg/ml; DMF:PBS (pH 7.2) (1:3): 0.25 mg/ml; DMSO: 15 mg/ml | [form ]
neat | [pka]
3.45±0.36(Predicted) | [color ]
White to Gray to Dark blue | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [biological source]
rabbit | [Water Solubility ]
0.2g/L(room temperature) | [Merck ]
6418 | [BRN ]
2814102 | [Henry's Law Constant]
2.3×1010 mol/(m3Pa) at 25℃, MacBean (2012) | [Major Application]
agriculture
environmental | [InChI]
1S/C18H13NO3/c20-17(14-9-3-4-10-15(14)18(21)22)19-16-11-5-7-12-6-1-2-8-13(12)16/h1-11H,(H,19,20)(H,21,22) | [InChIKey]
JXTHEWSKYLZVJC-UHFFFAOYSA-N | [SMILES]
OC(=O)c1ccccc1C(=O)Nc2cccc3ccccc23 | [CAS DataBase Reference]
132-66-1(CAS DataBase Reference) | [EPA Substance Registry System]
Naptalam (132-66-1) |
| Safety Data | Back Directory | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN3077 (solid); UN3082
(liquid) | [WGK Germany ]
2 | [RTECS ]
TH7350000 | [HS Code ]
29242990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 3 | [Hazardous Substances Data]
132-66-1(Hazardous Substances Data) | [Toxicity]
LC50 (96-hour) for bluegill sunfish 354 mg/L and rainbow trout 76 mg/L (Hartley
and Kidd, 1987); acute oral LD50 of the free acid and sodium salt for rats >8,200 and
1,800 mg/kg, respectively (Ashton and Monaco, 1991). |
| Hazard Information | Back Directory | [Description]
Naptalam is a broad-spectrum herbicide. It is usually used as the sodium salt as this is more soluble. Whilst naptalam is not particularly toxic to humans its major metabolite 1-naphthylamine is a carcinogen. Its environmental fate is pH sensitive. It may pose a threat to groundwaters. Virtually non-toxic to mammals, birds, honeybees and most aquatic species. No data for earthworms has been identified. | [Chemical Properties]
solid with an unpleasant odour | [Uses]
N-(1-Naphthyl)phthalamic Acid is an auxin-transport inhibitor in plants resulting in the attenuation of root growth through decreasing the cell production rate. | [Uses]
Selective preemergence herbicide used to control some grasses and many broadleaved
weeds in soybeans, cucurbits, asparagus, groundnuts, potatoes and established
woody ornamentals. | [Definition]
ChEBI: A dicarboxylic acid monoamide which results from addition of one equivalent of 1-naphthylamine to phthalic anhydride. | [Production Methods]
Naptalam is synthesised through a condensation reaction between 1-naphthylamine and phthalic anhydride. This process typically occurs in an organic solvent under reflux conditions, where the amine group of 1-naphthylamine reacts with one of the anhydride’s carbonyl groups to form an amide linkage, yielding the parent acid form of naptalam. | [General Description]
Naptalam is a purple crystalline solid, which can be used as an anti-geotropic agent and as an auxin (IAA) antagonist in plants. | [Agricultural Uses]
Herbicide: Used as a selective pre-emergence herbicide to control
broadleaf weeds and grasses in soybeans, cucumbers,
melons, peanuts and woody ornamentals. Not currently
registered for use in the U.S. or EU countries. There are
25 global suppliers. | [Trade name]
N-1-naphthyl-
Trade Names: ALANAP®[C]; ALANAPE®;
ANCRACK®; DYANAP®; GRELUTIN®; MORCRAN
®; NAPTRO®; NIP-A-THIN®; PEACH-THIN®;
RESCUE®[C]; 6Q8®; SOLO® | [Mechanism of action]
Selective, absorbed by roots and to a lesser extent foliage. Inhibits indolylacetic acid transport. | [Environmental Fate]
Soil/Plant. Degrades in soils and plants forming 1-naphthylamine and phthalic acid
(Hartley and Kidd, 1987; Humburg et al., 1989). Residual activity in soil is limited to
approximately 3 to 4 months (Hartley and Kidd, 1987).
Chemical/Physical. Forms N-(1-naphthyl)phthalimide at elevated temperatures (Worthing
and Hance, 1991). Naptalam will precipitate as the free acid in very acidic waters
or in extremely hard waters (Humburg et al., 1989). | [Purification Methods]
Crystallise the herbicide from EtOH (m 183-185o). The Na salt has m 185o. [Beilstein 12 H 1236, 12 I 525, 12 III 2876.] | [Pesticide Type]
Herbicide |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Maya High Purity Chemicals
|
| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
|