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. | [Water Solubility ]
0.2g/L(room temperature) | [Merck ]
6418 | [BRN ]
2814102 | [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 | [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 | [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. | [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® | [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.] |
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