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| CAS No.: | 1218-34-4 |
|---|---|
| Name: | N-Acetyl-L-tryptophan |
| Article Data: | 79 |
| Molecular Structure: | |
|
|
|
| Formula: | C13H14N2O3 |
| Molecular Weight: | 246.266 |
| Synonyms: | Ac-Trp-OH;Ac-L-Trp-OH;Tryptophan,N-acetyl-, L- (8CI);(S)-N-Acetyltryptophan;Acetyl-L-tryptophan;Acetyltryptophan;L-N-Acetyltryptophan;N-Acetyltryptophan;NSC 90726; |
| EINECS: | 214-935-9 |
| Density: | 1.33g/cm3 |
| Melting Point: | 186 °C |
| Boiling Point: | 586.6 °C at 760 mmHg |
| Flash Point: | 308.6 °C |
| Appearance: | solid |
| PSA: | 82.19000 |
| LogP: | 1.69060 |
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- 2824-57-9, 16108-06-8, 36060-94-3
N-acetyltryptophan methyl ester
A
- 1218-34-4
N-AcTrp
B
- 2824-57-9, 16108-06-8, 36060-94-3
AcTrpOMe
| Conditions | Yield |
|---|---|
| With sodium hydroxide; phosphate buffer; pronase EC 3.4.24.4 In tetrahydrofuran Ambient temperature; | A 99% B 99% |
| With methanol; water; α-chymotrypsin bei pH 7.8; |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In acetone at 20℃; pH=> 10; | 80% |
| Conditions | Yield |
|---|---|
| Stage #1: tiolacetic acid With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: L-Tryptophan With 2,4-Dinitrofluorobenzene In N,N-dimethyl-formamide at 20℃; for 3h; | 76% |
| Conditions | Yield |
|---|---|
| With sodium In water for 2h; | 73% |
| Stage #1: L-Tryptophan With sodium hydroxide In water for 0.5h; Stage #2: acetic anhydride In water at 20℃; | 71.8% |
| With sodium hydroxide; water |
| Conditions | Yield |
|---|---|
| With ammonium bicarbonate; water In dichloromethane for 21h; α-chymotrypsin; | 45% |
| With α-chymotrypsin In phosphate buffer at 25℃; pH=7.8; Kinetics; Further Variations:; Reaction partners; Catalysts; Hydrolysis; Enzymatic reaction; |
- 42717-06-6
acetyltryptophan ethylester
A
- 1218-34-4
N-AcTrp
B
- 2280-01-5
N-acetyl-D-tryptophan
C
- 92520-19-9
N-acetyl-D-tryptophan ethyl ester
| Conditions | Yield |
|---|---|
| With water In ethanol at 25℃; for 24h; Microbiological reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 40% |
- 1218-34-4, 87-32-1
N-acetyl-DL-tryptophan
- 1218-34-4
N-AcTrp
| Conditions | Yield |
|---|---|
| With (S)-1-phenyl-ethylamine | |
| With (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol | |
| With (1S,2S)-(+)-thiomicamine |
| Conditions | Yield |
|---|---|
| With water bei der Einwirkung einer Amidase; | |
| mit Hilfe von Amidase aus Penicillium vinaceum oder Aspergillus orizae; | |
| mit Hilfe von Pseudomonas; | |
| With water bei der Einwirkung einer Amidase; |
- 70082-70-1
(Z)-2-acetamido-3-(3-indolyl)-2-propenoic acid
A
- 1218-34-4
N-AcTrp
B
- 2280-01-5
N-acetyl-D-tryptophan
| Conditions | Yield |
|---|---|
| With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (-)-Diop In ethanol at 50℃; for 1.75h; Title compound not separated from byproducts; | |
| With hydrogen; triethylamine; ClO4; (2S,4S)-MOD-BPPM In ethanol at 50℃; under 15200 Torr; for 20h; Title compound not separated from byproducts; |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
1. Introduction of N-Acetyl-L-tryptophan
N-Acetyl-L-tryptophan, with the IUPAC Name of 2-Acetamido-3-(1H-indol-3-yl)propanoic acid, is one kind of white crystalline powder, odorless, little bitter taste. And it belongs to the Classification Code which include Drug / Therapeutic Agent; Enzyme Inhibitors; Protease Inhibitors; Reproductive Effect.
2. Properties of N-Acetyl-L-tryptophan
N-Acetyl-L-tryptophan has the following property datas: (1)Melting point: 186°C; (2)Index of Refraction: 1.645; (3)Molar Refractivity: 67.12 cm3; (4)Molar Volume: 185.1 cm3; (5)Surface Tension: 61.6 dyne/cm; (6)Density: 1.33 g/cm3; (7)Flash Point: 308.6 °C; (8)Enthalpy of Vaporization: 92.14 kJ/mol; (9)Boiling Point: 586.6 °C at 760 mmHg; (10)Vapour Pressure: 1.32E-14 mmHg at 25°C.
3. Structure Descriptors of N-Acetyl-L-tryptophan
You could convert the following datas into the molecular structure:
(1)InChI: InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1
(2)InChIKey: InChIKey=DZTHIGRZJZPRDV-LBPRGKRZSA-N
(3)Smiles: c12c(C[C@@H](NC(C)=O)C(O)=O)c[nH]c1cccc2
4. Toxicity of N-Acetyl-L-tryptophan
The toxicity datas of N-Acetyl-L-tryptophan are as below:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 3580mg/kg (3580mg/kg) | LIVER: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
| mouse | LD50 | oral | 10800mg/kg (10800mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
| rat | LD50 | intraperitoneal | 3900mg/kg (3900mg/kg) | LIVER: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
| rat | LD50 | oral | 15000mg/kg (15000mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980. |
5. Safety Information of N-Acetyl-L-tryptophan
WGK Germany: 2
RTECS: YN6160000
Moderately toxic by some routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
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