35320-22-0

Basic information

• Product Name: D-Alaninamide
• Synonyms: D-ALANINAMIDE;(2R)-2-AMINOPROPANAMIDE;(2R)-2-Aminopropionamide;PropanaMide, 2-aMino-, (2R)-;(R)-2-AMinopropanaMide
• CAS NO: 35320-22-0
• Molecular Formula: C₃H₈N₂O
• Molecular Weight: 88.11
• Mol File: 35320-22-0.mol

Chemical Properties

• Melting Point: 74-76 °C
• Boiling Point: 247.433 °C at 760 mmHg
• Flash Point: 103.444 °C
• Appearance: /
• Density: 1.063 g/cm³
• Vapor Pressure: 0.0257mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 15.99±0.50(Predicted)
• CAS DataBase Reference: D-Alaninamide(CAS DataBase Reference)
• NIST Chemistry Reference: D-Alaninamide(35320-22-0)
• EPA Substance Registry System: D-Alaninamide(35320-22-0)

Safety Data

• Hazardous Substances Data: 35320-22-0(Hazardous Substances Data)

Usage

Uses

(R)-2-Aminopropanamide is a useful reagent for the synthesis of peptides.

InChI:InChI=1/C3H8N2O/c1-2(4)3(5)6/h2H,4H2,1H3,(H2,5,6)/t2-/m1/s1

Upstream product

• 7625-53-8 D-alanine methyl ester 
• 338-69-2 D-Alanine 
• 14316-06-4 D-alanine methyl ester hydrochloride 
• 80222-96-4 2-aminopropanamide hydrochloride 
• 51806-98-5 2-aminopropanenitrile 
• 78981-25-6 N-(tert-butoxycarbonyl)-D-alanine amide 

Downstream Products

• 108269-52-9 Boc-Tyr-D-Met-Phe-D-Ala-NH₂ 
• 145126-26-7 Moz-Leu-D-Ala-NH₂ 
• 276682-05-4 S-trityl-2S-thiolactyl-2R-alanine amide 
• 19838-07-4 3-methyl-2-hydroxypyrazine 
• 1429301-65-4 C₁₁H₂₁N₃O₄ 
• 95713-52-3 Nα-(2,4-dinitro-5-fluorophenyl)-D-alaninamide 
• 1570061-44-7 Ac-L-Tyr(Me)-D-Ala-NH₂ 
• 1570061-42-5 Ac-L-Tyr(Me)-L-Ala-NH₂ 

Relevant articles and documents

Mechanistic Insight into the Origin of Stereoselectivity in the Ribose-Mediated Strecker Synthesis of Alanine

Enantioenriched amino acids are produced in a hydrolytic kinetic resolution of racemic aminonitriles mediated by chiral pentose sugars. Experimental kinetic and spectroscopic results combined with DFT computational studies and microkinetic modeling help to identify the nature of the intermediate species and provide insight into the stereoselectivity of their hydrolysis in the prebiotically relevant ribose-alanine system. These studies support a synergistic role for sugars and amino acids in the emergence of homochirality in biological molecules.

2-(N-Benzyl-N-phenylsulfonamido)alkyl amide derivatives as γ-secretase inhibitors

A series of (N-benzyl-N-phenylsulfonamido)alkyl amides were developed from classic and parallel synthesis strategies. Compounds with good in vitro and in vivo γ-secretase activity were identified and described.

Peptides having antiangiogenic activity

Peptides of formula (I) Xaa1-Xaa2-Xaa3-Xaa4-Xaa5-Xaa6-Xaa7-Xaa8-Xaa9-Xaa10-Xaa11??(I), are useful for inhibiting angiogenesis. Also disclosed are angiogenesis-inhibiting compositions and methods of inhibiting angiogenesis in a mammal.

N-alkylated peptides having antiangiogenic activity

N-Alkylated peptides of formula (I) Xaa1-Xaa2-Xaa3-Xaa4-Xaa5-Xaa6-Xaa7-Xaa8-Xaa9-Xaa10-Xaa11??(I), are useful for inhibiting angiogenesis. Also disclosed are angiogenesis-inhibiting compositions and methods of inhibiting angiogenesis in a mammal.

INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE

The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.

6-position modified decapeptide LHRH antagonists

The present invention provides a class of decapeptide compounds which are potent antagonists of LHRH activity and which have the structure A1 -D2 -E3 -G4 -J5 -L6 -M7 -Q8 -R9 -T10. The compounds of the percent invention are characterized by having an Ω-amino-functionalized side chain on the D-aminoacyl residue at position 6. The Ω-amino group of this side chain is further derivatized by the attachment of an extending group which likewise has a terminal amino group which is capped by an acyl group.

N-terminus modified analogs of LHRH

Decapaptide and undecapaptides substituted on the N-terminal nitrogen atom by acyl groups which include furo-2-yl, isonicotinyl, nicotinyl, 2-, 3-, and 4-quinolinecarbonyl, shikimyl, dihydroshikimyl, and tetrahydrofur-2-oyl are potent antagonists of LHRH and are useful for suppressing the levels of sex hormones in mammals.

La pronase immobilisee sur poly(N-acryloylpiperidin-4-one): un catalyseur d'hydrolyse L-enantiospecifique des α-aminonitriles

Pronase immobilized on poly(N-acryloylpiperidin-4-one) : a L-enantiospecific hydrolysis of α-aminonitriles with immobilized amidase. α-Aminonitriles are not substrates for pronase (an amidase) in the homogeneous phase but become substrates for pronase when it is immobilized on polymer matrix with ketonic sites (piperidin-4-one).In this paper we show that under low basic aqueous conditions (pH 10-11), the hydration of α-aminonitriles can be efficiently catalyzed by poly(N-acryloylpiperidin-4-one) crosslinked with 1,4-bis acryloylpiperazine (A(80:20)) in the presence of phosphate or borate buffers.These conditions comply with the hydrolysis of α-aminoamides by pronase immobilized on poly(N-acryloylpiperidin-4-one)crosslinked with 1,4-bis(acryloyl)piperazine (A(80:20/p).Thus, in a buffered borate solution at pH 10.5, α(DL)-aminonitrile is enantiospecifically hydrolyzed into α(D)-aminoamide and α(L)-amino acid. Key words: α-aminonitriles / α amino acids / L-enantiospecific hydrolysis / polymer-supported catalysis / nitrilasic activity

Substituted (arylalkylaminobenzyl) aminopropionamide derivatives and process for their preparation

The invention provides new compounds of formula (I) STR1 wherein n is an integer of 1 to 4; each of R and R1, which may be the same or different, is hydrogen, halogen, trifluoromethyl or C1 -C4 alkoxy; R2 is hydrogen or C1 -C4 alkyl; and a pharmaceutically acceptable salts thereof; and wherein when, at the same time, R is hydrogen, R1 is hydrogen or halogen and n is one, then R2 is other than hydrogen or methyl; and of formula (IA) STR2 wherein R3 is halogen, and a pharmaceutical acceptable salt thereof, which are active on the central nervous system (CNS) and can be used in therapy as anti-epileptics, anti-Parkinson, neuroprotective, antidepressant, anti-spastic and hypnotic agents.

LHRH analogs

The present invention relates to novel ""pseudo"" nonapeptide and decapeptide derivatives of LHRH. More particularly the present invention relates to derivatives of LHRH wherein the nitrogen atom of at least one of the amide bonds has been alkylated.