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Cas Database

Name	N-Acetyl-L-tryptophan	EINECS	214-935-9
CAS No.	1218-34-4	Density	1.33g/cm3
PSA	82.19000	LogP	1.69060
Solubility	N/A	Melting Point	186 °C
Formula	C₁₃H₁₄N₂O₃	Boiling Point	586.6 °C at 760 mmHg
Molecular Weight	246.266	Flash Point	308.6 °C
Transport Information	N/A	Appearance	solid
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
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;	Article Data	79

N-Acetyl-L-tryptophan Synthetic route

: 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

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;

: 75-36-5
acetyl chloride

: 73-22-3
L-Tryptophan

: 1218-34-4
N-AcTrp

Conditions

Conditions	Yield
With sodium hydroxide In acetone at 20℃; pH=> 10;	80%

: 507-09-5
thioacetic acid

: 73-22-3
L-Tryptophan

: 1218-34-4
N-AcTrp

Conditions

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%

: 108-24-7
acetic anhydride

: 73-22-3
L-Tryptophan

: 1218-34-4
N-AcTrp

Conditions

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

: 2382-80-1
N-acetyl-L-tryptophane ethyl ester

: 1218-34-4
N-AcTrp

Conditions

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

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%

: 56-23-5
tetrachloromethane

: 108-24-7
acetic anhydride

: 73-22-3
L-Tryptophan

: 1218-34-4
N-AcTrp

: 1218-34-4, 87-32-1
N-acetyl-DL-tryptophan

: 1218-34-4
N-AcTrp

Conditions

Conditions	Yield
With (S)-1-phenyl-ethylamine
With (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol
With (1S,2S)-(+)-thiomicamine

: 1218-34-4, 87-32-1
N-acetyl-DL-tryptophan

A: 1218-34-4
N-AcTrp

B: 2280-01-5
N-acetyl-D-tryptophan

Conditions

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

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;

N-Acetyl-L-tryptophan Consensus Reports

Reported in EPA TSCA Inventory.

N-Acetyl-L-tryptophan 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 NO_x.

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