CAS No.2757-90-6,Agaritine. Suppliers

Products Categories

Pharmaceutical (13)
Organic Chemicals (3)
Others (2)

Basic Information

Molecular Structure:
CAS No.:	2757-90-6
Name:	Agaritine.
Article Data:	6

Formula:	C12H17 N3 O4
Molecular Weight:	267.285
Synonyms:	Agaritine(6CI,7CI); Glutamic acid, 5-[2-(a-hydroxy-p-tolyl)hydrazide], L- (8CI); b-N-[g-L(+)-Glutamyl]-4-hydroxymethylphenylhydrazine
Density:	1.382g/cm³
Melting Point:	207°C (rough estimate)
Boiling Point:	487.2°Cat760mmHg
Flash Point:	248.5°C
Safety:	Mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic vapors of NO_x.
PSA:	124.68000
LogP:	0.97830

Synthetic route

: 71426-48-7
N2-(benzyloxycarbonyl)-L-glutamic acid 1-(benzyl ester) 5-(2-<4-(hydroxymethyl)phenyl>hydrazide)

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
With hydrogen; Pd/C poisoned with quinoline-sulfur In methanol; water for 0.583333h;	82%
With hydrogen; palladium on activated charcoal

: 71426-48-7
N2-(benzyloxycarbonyl)-L-glutamic acid 1-(benzyl ester) 5-(2-<4-(hydroxymethyl)phenyl>hydrazide)

A: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

B: L-glutamic acid-5-<2-(4-tolyl)hydrazide>

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol; water for 0.583333h; Product distribution; other catalyst (poisoned with quinoline-sulfur);

: 3705-42-8
Cbz-(L)-Glu-OBn

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) DCC / 1.) CH2Cl2, -10 deg C, 4 h; 2.) CH2Cl2, -10 deg C, 1.5 h, -10 deg C --> room temp., 1.5 h 2: 82 percent / hydrogen / 10percent Pd/C poisoned with quinoline-sulfur / methanol; H2O / 0.58 h View Scheme
Multi-step reaction with 3 steps 1: (i) Et3N, ClCO2Et, (ii) /BRN= 387378/, Et3N 2: BH3 / tetrahydrofuran 3: H2 / Pd-C View Scheme

: 73454-78-1
(p-hydroxymethylphenyl)hydrazine

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) DCC / 1.) CH2Cl2, -10 deg C, 4 h; 2.) CH2Cl2, -10 deg C, 1.5 h, -10 deg C --> room temp., 1.5 h 2: 82 percent / hydrogen / 10percent Pd/C poisoned with quinoline-sulfur / methanol; H2O / 0.58 h View Scheme

: 4510-12-7
methyl 4-hydrazinobenzoate

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 58 percent / DIBAH / toluene / 0.5 h / -70 °C 2: 1.) DCC / 1.) CH2Cl2, -10 deg C, 4 h; 2.) CH2Cl2, -10 deg C, 1.5 h, -10 deg C --> room temp., 1.5 h 3: 82 percent / hydrogen / 10percent Pd/C poisoned with quinoline-sulfur / methanol; H2O / 0.58 h View Scheme

: 619-67-0
4-Hydrazinobenzoic acid

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) Et3N, ClCO2Et, (ii) /BRN= 387378/, Et3N 2: BH3 / tetrahydrofuran 3: H2 / Pd-C View Scheme

: 71426-47-6
4-[N'-((S)-4-Benzyloxycarbonyl-4-benzyloxycarbonylamino-butyryl)-hydrazino]-benzoic acid

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: BH3 / tetrahydrofuran 2: H2 / Pd-C View Scheme

: 2757-90-6
β-N-(γ-L(+)-glutamyl)-4-(hydroxymethyl)phenylhydrazine

: 1129-21-1
4-t-butyl-1,2-benzoquinone

: 2-amino-4-[N'-(2-tert-butyl-4,5-dihydroxy-phenyl)-N'-(4-hydroxymethyl-phenyl)-hydrazinocarbonyl]-butyric acid

Conditions

Conditions	Yield
With sodium phosphate buffer; tyrosinase Mechanism; pH 6.8 disappearance;

Country:
- China (Mainland)(17)
- United States(1)
Business Type:
All

Lab/Research institutions

Trading Company

Manufacturers

Other
Certificate:
Manufacturer

Enterprise Authentication

ISO

GMP

FDA

HALAL

Display:default sort
Suppiers of more reward points first

New supplier

Total:18 Page 1 of 1 1

Post a RFQ

Cas No.:

Product Name:

Quantity:

Email:

Company name:

Valid Period:

Detailed Requirements:

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

What can I do for you?
Get Best Price

Get Best Price for 2757-90-6

Chemistry

Molecular Structure of Agaritine (CAS NO. 2757-90-6):

IUPAC Name: (2S)-2-Amino-5-[2-[4-(hydroxymethyl)phenyl]hydrazinyl]-5-oxopentanoic acid
Molecular Formula: C₁₂H₁₇N₃O₄
Molecular Weight: 267.281080 g/mol
XLogP3-AA: -2.8
H-Bond Donor: 5
H-Bond Acceptor: 6
Canonical SMILES: C1=CC(=CC=C1CO)NNC(=O)CCC(C(=O)O)N
Isomeric SMILES: C1=CC(=CC=C1CO)NNC(=O)CC[C@@H](C(=O)O)N
InChI: InChI=1S/C12H17N3O4/c13-10(12(18)19)5-6-11(17)15-14-9-3-1-8(7-16)2-4-9/h1-4,10,14,16H,5-7,13H2,(H,15,17)(H,18,19)/t10-/m0/s1
InChIKey: SRSPQXBFDCGXIZ-JTQLQIEISA-N
Index of Refraction: 1.638
Molar Refractivity: 69.52 cm³
Molar Volume: 193.3 cm³
Surface Tension: 70.4 dyne/cm
Density: 1.382 g/cm³
Flash Point: 248.5 °C
Enthalpy of Vaporization: 79.32 kJ/mol
Boiling Point: 487.2 °C at 760 mmHg
Vapour Pressure: 2.62E-10 mmHg at 25 °C
BRN of Agaritine (CAS NO. 2757-90-6): 0757731

Production

Agaritine is synthesized in three ways. The first was performed in 1962 by R.B. Kelly et al. These researchers used as their key step the coupling of the γ-azide of N-carbobenzoxy-L-glutamic acid with α- hydroxy-p-tolylhydrazine . The second way is by reduction of p-carboxymethylphenylhydrazine with lithium aluminium hydride in situ formation, followed by a pH-neutral workup using a small quantity of saturated sodium chloride as a drying agent. This produced a mixture of compounds. Then, Agaritine was extracted by chromatography. The third way is devised in 1987 by S. Datta and L. Hoesch by joining of p-hydrazinobenzyl alcohol with the 5-carboxy group of L-glutamic acid as its keystone.

Toxicity Data With Reference

mic-bac-sat 2 µmol/plate

ZLUFAR Zeitschrift fuer Lebensmittel-Untersuchung und-Forschung. 183 (1986),85.

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 31 , 1983,p. 63.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 31 , 1983,p. 63.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Studies (oral); No Evidence: mouse.

Safety Profile

Mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic vapors of NO_x.

Specification

Agaritine with cas registry number of 2757-90-6 is colorless glistening crystals, called for CCRIS 5459 ; Glutamic acid, 5-(2-(alpha-hydroxy-p-tolyl)hydrazide), L- ; HSDB 4202 ; L-Glutamic acid, 5-(2-(4-(hydroxymethyl)phenyl)hydrazide) ; L-Glutamic acid, 5-(2-(alpha-hydroxy-para-tolyl)hydrazide) ; L-Glutamic acid, 5-(2-(4-(hydroxymethyl)phenyl)hydrazide) (9CI) ; NCI-C08899 ; beta-N-(gamma-L(+)Glutamyl)4-hydroxymethylphenylhydrazine ; beta-N-(alpha-L-Glutamyl)-4-hydroxymethylphenylhydrazine . Agaritine is totally degraded after 48 hours in aqueous solution with exposure to air and oxidizes rapidly upon storage. Agaritine exists in several mushroom species such as the genera Agaricus, Leucoagaricus, and Macrolepiota. The highest amount of agaritine is found in the cap and gills of the fruiting body, and the lowest in the stem. Agaritine has been shown to induce adenomas and adenocarcinomas in the lungs of mice when administered through drinking water.