PHR1177
N-Acetyl-L-tryptophan
Pharmaceutical Secondary Standard; Certified Reference Material
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About This Item
Empirical Formula (Hill Notation):
C13H14N2O3
CAS Number:
Molecular Weight:
246.26
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
certified reference material
pharmaceutical secondary standard
Quality Level
Agency
traceable to Ph. Eur. A0208000
traceable to USP 1700523
API family
tryptophan
CofA
current certificate can be downloaded
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
pharmaceutical (small molecule)
format
neat
storage temp.
2-8°C
SMILES string
CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
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
InChI key
DZTHIGRZJZPRDV-LBPRGKRZSA-N
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General description
N-Acetyl-L-tryptophan is a substance-P receptor antagonist, which is proposed as a potential therapeutic option against neurokinin substance P utilized for the treatment of neuroinflammation during the pathophysiology of Alzheimer′s disease.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Application
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Analysis Note
These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.
Other Notes
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
Values of analytes vary lot to lot.
Footnote
To see an example of a Certificate of Analysis for this material enter LRAA7146 in the slot below. This is an example certificate only and may not be the lot that you receive.
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Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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N-acetyl-L-tryptophan, a substance-P receptor antagonist attenuates aluminum-induced spatial memory deficit in rats
Fernandes J, et al.
Toxicology Mechanisms and Methods, 28(5), 328-334 (2018)
Kate M Lewis et al.
Anti-cancer drugs, 24(4), 344-354 (2013-02-15)
Emend, an NK1 antagonist, and dexamethasone are used to treat complications associated with metastatic brain tumours and their treatment. It has been suggested that these agents exert anticancer effects apart from their current use. The effects of the NK1 antagonists
Russell R King et al.
Phytochemistry, 64(6), 1091-1096 (2003-10-22)
Chemical and biochemical studies indicated the possible involvement of N-acetyltryptophan and 4-nitrotryptophan as intermediates in biosynthesis of the thaxtomin phytotoxins. A search for other potential pathways indirectly resulted in the identification of three unusual thaxtomin analogues derived from the o-thaxtomin
Toshinori Suzuki et al.
Free radical biology & medicine, 37(5), 671-681 (2004-08-04)
Proteins are targets of reactive nitrogen species such as peroxynitrite and nitrogen dioxide. Among the various amino acids in proteins, tryptophan residues are especially susceptible to attack by reactive nitrogen species. We carried out experiments on the reactions of peroxynitrite
Renée J Turner et al.
Brain research, 1393, 84-90 (2011-04-07)
Previous studies have suggested that substance P (SP) plays a critical role in the development of brain oedema and functional deficits following traumatic brain injury and that SP receptor antagonism may improve outcome. No studies have described such a role
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