3D Mol Similar

L-Tryptophan

: Iupac Name：(2S)-2-amino-3-(1H-indol-3-yl)propanoic acid; CAS No.: 73-22-3; Molecular Weight：204.22518; Modify Date.: 2022-10-28 09:16; Introduction: As an essential amino acid, L-Tryptophan is necessary for normal growth in infants and for nitrogen balance in adults, which cannot be synthesized from more basic substances in humans and other animals, suggesting that it is obtained only by intake of tryptophan or tryptophan-containing proteins for human body, which is particularly plentiful in chocolate, oats, milk, cottage cheese, red meat, eggs, fish, poultry, sesame, almonds, buckwheat, spirulina, and peanuts, etc. It can be used as a nutritional supplement for use as an antidepressant, anxiolytic, and sleep aid. Thus, L-Tryptophan can be used for depression, anxiety, sleep apnea, premenstrual syndrome and many other problems. Besides, it can also be used in managing pain tolerance and managing weight.It works by increasing the levels of certain neurotransmitters in the brain called serotonin. People suffer from depression have an imbalance of serotonin and other brain chemicals. Thus, the increase of serotonin levels in the brain can improve symptoms of depression. L-Tryptopan serves as the precursor for the synthesis of serotonin, which is converted to serotonin in the body. As a result, the symptoms of depression and other problems are improved. View more+

Request For Quotation

1. Names and Identifiers

: 1.1 Name; L-Tryptophan; 1.2 Synonyms; 8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine EINECS 200-795-6 H-Trp-OH L(-)-Tryptophan L-Trp-OH L-TRYPTOPHAN (13C11,D8,15N2) L-Tryptophan(pharm grade) L-Tryptophan, Animal-Free L-Tryptophan, Trp MFCD00064340 Tadalafil Impurity 2 Trytophan (W) Solution, 100ppm VWR SURFACE SAMPLING SPONGE WITH NE; View all

1.3 CAS No.: 73-22-3

1.4 CID: 6305

1.5 EINECS(EC#): 200-795-6

1.6 Molecular Formula: C11H12N2O2 (isomer)

1.7 Inchi: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1

1.8 InChIkey: QIVBCDIJIAJPQS-VIFPVBQESA-N

1.9 Canonical Smiles: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)N

1.10 Isomers Smiles: C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)N

2. Properties

2.1 Density: 1.34

2.1 Melting point: 280-285℃

2.1 Boiling point: 447.9 °C at 760 mmHg

2.1 Refractive index: -32 ° (C=1, H2O)

2.1 Flash Point: 224.7 °C

2.1 Precise Quality: 204.09000

2.1 PSA: 79.11000

2.1 logP: 1.82260

2.1 Solubility: 11.4G/L(25oC)

2.2 Appearance: White to off-white crystalline powder

2.3 Storage: Ambient temperatures.

2.4 Chemical Properties: White to off-white crystalline powder

2.5 Color/Form: Leaflets or plates from dilute alcohol
White to slightly yellowish-white ... crystals or crystalline powder

2.6 Decomposition: When heated to decomposition it emits toxic fumes of /nitric oxide/.

2.7 Odor: Odorless

2.8 PH: A 1% solution in water has a pH of 5.5 to 7.

2.9 pKa: 2.46(at 25℃)

2.10 Water Solubility: 11.4 g/L (25°C) in water

2.11 Spectral Properties: Specific optical rotation: -31.5 deg at 23 deg C/D (water, 1%), +2.4 deg at 20 deg C/D (hydrochloric acid, 0.5 N); +0.15 deg at 20 deg C/D (sodium hydroxide, 2.43% in 0.5 N)
Specific optical rotation: +6.1 deg at 20 deg C/D (In Sodium hydroxide, 11%)
MAX ABSORPTION (WATER): 280 NM (LOG E= 3.72)
UV: 17157 (Sadtler Research Laboratories Spectral Collection)
1H NMR: 582 (Sadtler Research Laboratories Spectral Collection)
MASS: 25370 (NIST/EPA/MSDC Mass Spectral Database, 1990 version); 1707 (National Bureau of Standards)

2.12 Stability: Stable. Incompatible with strong acids, strong oxidizing agents.

2.13 StorageTemp: Store at RT.

3. Use and Manufacturing

3.1 Definition: ChEBI: The L-enantiomer of tryptophan.

3.2 General Description: White powder with a flat taste. An essential amino acid; occurs in isomeric forms.

3.3 Purification Methods: Crystallise L-tryptophan from H2O/EtOH, wash it with anhydrous diethyl ether and dry it at room temperature in a vacuum over P2O5. It sublimes at 220-230o/0.03mm with 99% recovery and unracemised [Gross & Gradsky J Am Chem Soc 77 1678 1955]. [Cox & King Org Synth Coll Vol II 612 1943, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2316-2345 1961, Beilstein 22 IV 6765.] L-Tryptophan Preparation Products And Raw materials Preparation Products

3.4 Usage: adrenergic agonist

4. Safety and Handling

4.1 Hazard Codes: Xi

4.1 Risk Statements: R33;R40

4.1 Safety Statements: S24/25

4.1 Exposure Standards and Regulations: Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: tryptophan is included in weight control drug products.

4.2 Octanol/Water Partition Coefficient: log Kow = -1.06

4.3 Fire Hazard: Flash point data for L-Tryptophan are not available. L-Tryptophan is probably combustible.

4.4 DisposalMethods: SRP: Criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
SRP: At the time of review, regulatory criteria for small quantity disposal are subject to significant revision, however, household quantities of waste pharmaceuticals may be managed as follows: Mix with wet cat litter or coffee grounds, double bag in plastic, discard in trash.
SRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.; View all

4.5 RIDADR: NONH for all modes of transport

4.5 Safety Profile: Moderately toxic byintraperitoneal route. Experimentalteratogenic and reproductive effects. Humanmutation data reported. Questionablecarcinogen with experimental tumorigenicdata. When heated to decomposition itemits toxic fumes of NOx.

4.6 Formulations/Preparations: Grades: Reagent; Technical; Food Chemicals Codex /Tryptophan/
(L)-Tryptophan with plant oils in soft gelatin capsules.

4.7 WGK Germany: 2

4.7 RTECS: YN6130000

4.7 Report: NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* ?? National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-71 ,1978. . Reported in EPA TSCA Inventory.

4.8 Safety: Moderately toxic by intraperitoneal route. Experimental teratogenic and reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes?of L-Tryptophan (CAS NO.73-22-3):?Xi
Risk Statements: 33-40-62-41-37/38-36/37/38-22
R33: Danger of cumulative effects.?
R40: Limited evidence of a carcinogenic effect.?
R62: Risk of impaired fertility.?
R41: Risk of serious damage to the eyes.?
R37/38: Irritating to respiratory system and skin.?
R36/37/38: Irritating to eyes, respiratory system and skin.?
R22: Harmful if swallowed.
Safety Statements: 24/25-36/37/39-36-26
S24/25: Avoid contact with skin and eyes.?
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.?
S36: Wear suitable protective clothing.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
RTECS: YN6130000
F: 8
HS Code: 29339990; View all

4.9 Specification: ? L-Tryptophan , with CAS number of 73-22-3, can be called (S)-alpha-Amino-1H-indole-3-propanoic acid ; (S)-alpha-Aminoindole-3-propionic acid ; 1-beta-3-Indolylalanine ; 1H-Indole-3-alanine (VAN) ; 1H-Indole-3-propanoic acid, alpha-amino-, (S)- ; 2-Amino-3-indolylpropanoic acid . It is a?white to off-white crystalline powder.?L-Tryptophan (CAS NO.73-22-3) are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

4.10 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - domestic	LD50	intraperitoneal	2410mg/kg (2410mg/kg)	?	Drugs in Japan Vol. -, Pg. 744, 1990.
man	TDLo	oral	300mg/kg (300mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: ANTIANXIETY	British Medical Journal. Vol. 2, Pg. 701, 1976.
man	TDLo	oral	857mg/kg/30D- (857mg/kg)	BLOOD: EOSINOPHILIA SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER MUSCULOSKELETAL: OTHER CHANGES	New England Journal of Medicine. Vol. 322, Pg. 874, 1990.
mouse	LD50	intraperitoneal	4800mg/kg (4800mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.
mouse	LDLo	oral	15gm/kg (15000mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.
rat	LD50	intraperitoneal	1634mg/kg (1634mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955.
rat	LD50	oral	> 16gm/kg (16000mg/kg)	SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: COMA	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 635, 1980.
rat	LDLo	unreported	2553mg/kg (2553mg/kg)	?	Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 884, 1973.
women	TDLo	oral	2700mg/kg/13W (2700mg/kg)	LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA BLOOD: EOSINOPHILIA	Annals of Internal Medicine. Vol. 112, Pg. 301, 1990.
women	TDLo	oral	3276mg/kg/9W- (3276mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS BLOOD: EOSINOPHILIA SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	Annals of Internal Medicine. Vol. 112, Pg. 344, 1990.
women	TDLo	oral	4800mg/kg/34W (4800mg/kg)	PERIPHERAL NERVE AND SENSATION: PARESTHESIS SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER BLOOD: EOSINOPHILIA	New England Journal of Medicine. Vol. 322, Pg. 874, 1990.
women	TDLo	oral	5400mg/kg/134 (5400mg/kg)	BLOOD: EOSINOPHILIA SKIN AND APPENDAGES (SKIN): OTHER GLANDS: OTHER	New England Journal of Medicine. Vol. 322, Pg. 874, 1990.
women	TDLo	oral	9gm/kg/22W-I (9000mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS LIVER: LIVER FUNCTION TESTS IMPAIRED BLOOD: EOSINOPHILIA	Annals of Internal Medicine. Vol. 112, Pg. 957, 1990.
women	TDLo	oral	10960mg/kg/20 (10960mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA BLOOD: EOSINOPHILIA	British Medical Journal. Vol. 301, Pg. 21, 1990.

View all

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : in D2O

1H NMR : 400 MHz in DMSO-d6

1H NMR : 90 MHz in DMSO-d6

IR : KBr disc

IR : nujol mull

SOLID (1 mg / 200 mg KBr DISC)

SOLID (OIL MULL)

7. Synthesis Route

73-22-3Total: 89 Synthesis Route

54-12-6 176 Suppliers

73-22-3 632 Suppliers

Literatures:
Bulletin of the Chemical Society of Japan, , vol. 65, # 12 p. 3423 - 3429
Yield: null

54-12-6 176 Suppliers

73-22-3 632 Suppliers

153-94-6 404 Suppliers

Literatures:
Jiao, Feipeng; Yang, Weijie; Wang, Fen; Tian, Lingxing; Li, Lin; Chen, Xiaoqing; Mu, Kelang Chirality, 2012 , vol. 24, # 8 p. 661 - 667
Yield: ~19%

487-89-8 348 Suppliers

73-22-3 632 Suppliers

Literatures:
Agricultural and Biological Chemistry, , vol. 51, # 10 p. 2733 - 2741
Yield: null

View all

8. Precursor and Product

precursor:

615-43-0

3343-29-1

392-12-1

7479-05-2

120-72-9

7432-21-5

1218-34-4

2577-48-2

7303-49-3

1477-49-2

7524-52-9

54-12-6

487-89-8

2901-79-3

4299-70-1

147-85-3

6720-02-1

504-02-9

4384-87-6

1912-33-0

View all

product :

7417-65-4

62595-11-3

81677-50-1

10590-73-5

2591-98-2

73834-77-2

7524-52-9

486-84-0

54-12-6

2899-28-7

16765-79-0

61-54-1

33821-71-5

153-97-9

87-51-4

13139-14-5

69954-48-9

4350-09-8

392-12-1

75816-19-2

2390-74-1

2280-01-5

2922-83-0

3392-11-8

832-97-3

View all

9. Other Information

9.0 Usage: L-tryptophan is an essential amino acid which is necessary for normal growth in infants and for nitrogen balance in adults. It acts as a natural dietary supplement and used as an antidepressant, anxiolytic and sleep aid. It is used as a precursor to niacin, indole alkaloids and serotonin. It acts as an important intrinsic fluorescent probe, which finds to estimate the nature of microenvironment of the tryptophan.

10. Computational chemical data

Molecular Weight: 204.22518g/mol
Molecular Formula: C₁₁H₁₂N₂O₂
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 204.089877630
Monoisotopic Mass: 204.089877630
Complexity: 245
Rotatable Bond Count: 3
Hydrogen Bond Donor Count: 3
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 79.1
Heavy Atom Count: 15
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBzMAAAAAAAAAAAAAAAAAAAAWAAAAAwAAAAAAAAAFgB8AAAHgAQCAAADCjBngQ8yPLJkgCoAzT3TACCgCAxAiAI2aG4ZJgKIPLAkZGEYAhkkADIyAeY2fKOgAAAAAACAAAAAAAAAAQAAAAAAAAAAA==

11. Question & Answer

What Makes L-Tryptophan a Versatile Molecule in Natural Product Chemistry? Jul 16 2024
General Description L-Tryptophan, with its unique structural complexity and pivotal role in biosynthesis, biochemistry, and pharmacology, serves as a precursor to essential neurotransmitters and bioac..
What is L-Tryptophan and its Applications? Oct 24 2022
L-Tryptophan is a neutral aromatic amino acid containing an indole group. It is a white or slightly yellow leaf-shaped crystal or powder with a solubility of 1.14g in water (25°C). It is soluble in di..
Why is L-tryptophan an essential amino acid when there is genetic code UGG to code for tryptophan? Apr 07 2022
Essential means the body can’t make its own tryptophan. Having it coded for in the genes means that we can used it to make proteins, not that we can make tryptophan.
Why is Tryptophan Special in the Transport of Animals? Jun 22 2021
As a constant nutrient, the effects of changes in tryptophan levels in plasma and tissues are different from other amino acids. It is the only amino acid in animals that binds to serum albumin through..

12. Recommended Suppliers

Global597SuppliersView all >>

Hubei Jiutian Bio-medical Technology Co., Ltd Diamond member

5YRS

Products:electronic chemicals; pharmaceutical intermediates;pesticide intermediates;ultraviolet absorbent; food additives
Tel:86-173-54350817
Email:Ryan@jiutian-bio.com

L-Tryptophan 73-22-3 high purity low price hot sell in stock