13512-59-9

Usage

InChI:InChI=1/C27H28N2O7/c1-27(2,3)36-26(31)28-24(25(30)35-23-15-11-21(12-16-23)29(32)33)17-19-9-13-22(14-10-19)34-18-20-7-5-4-6-8-20/h4-16,24H,17-18H2,1-3H3,(H,28,31)/t24-/m0/s1

Upstream product

• 16652-64-5 O-benzyl-S-tyrosine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 100-02-7 4-nitro-phenol 
• 2130-96-3 O-benzyl-N-tert-butoxycarbonyl-L-tyrosine 

Downstream Products

• 69472-92-0 Boc-Tyr(Bzl)-D-Met-Gly 
• 130203-19-9 PhTX-4 
• 130203-18-8 PTX 4.3 
• 130306-77-3 (S)-2-Acetylamino-N-{3-[4-(3-amino-propylamino)-butylamino]-propyl}-3-(4-hydroxy-phenyl)-propionamide 
• 130203-32-6 N-[(S)-1-(4-Amino-butylcarbamoyl)-2-(4-benzyloxy-phenyl)-ethyl]-butyramide 
• 115976-91-5 Philanthotoxin 433 
• 115976-92-6 philanthotoxin-334 
• 115976-93-7 philanthotoxin-343 
• 130333-52-7 N-[(S)-1-{4-[3-(3-Amino-propylamino)-2-methyl-propylamino]-butylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl]-butyramide 
• 130977-44-5 Heptanoic acid [(S)-1-{3-[4-(3-amino-propylamino)-butylamino]-propylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl]-amide 
• 130306-80-8 N-[(S)-1-{3-[4-(3-Amino-propylamino)-butylamino]-propylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl]-benzamide 
• 130203-21-3 PhTX-(butyl)433 
• 130333-56-1 <127I2>PhTX-343 
• 130203-31-5 N-[(S)-1-[4-(3-Amino-propylamino)-butylcarbamoyl]-2-(4-benzyloxy-phenyl)-ethyl]-butyramide 

Relevant academic research and scientific papers

Butyryl-tyrosinyl spermine, analogs thereof and methods of preparing and using same

The present invention provides a compound having the structure: STR1 wherein R1 is a saturated or unsaturated linear or branched chain alkyl group, or a cholestanyl group; wherein R2 is a 2-indolyl, 3-indolyl, 4-indolyl, 5-indolyl, 4-hydroxyphenyl, 4-(arylalkyloxy)phenyl, 3,4-dihalophenyl, 4-hydroxy-3,5-dihalophenyl, 4-azidophenyl or 4-halophenyl group; wherein R3 is H, a linear or branched chain alkyl or alkenyl group, or a phenyl, 2-azidophenyl, 3-azidophenyl, 4-azidophenyl group, or an a alkenylacyl, 3-amino-3-butylpropyl, N-[N-(N-{4-azidobenzoyl}aminopropyl) aminopropyl], cis- or trans-cinnamyl, 2-amino-2-[(4'-azidophenyl)acetyl, (trifluoromethyl)aminoacetyl or D- or L-arginyl group bonded through the α-carbonyl moiety thereof; R4 is H, or a linear or branched chain alkyl group; wherein R5, R6 and R7 are independently the same or different and are H, a linear or branched chain alkyl group, an aryl group or an arylalkyl group; wherein n, j and t are each 0 or 1; wherein m, o, p, q, r and s are independently the same or different and are 0, 1 or 2; wherein r+s and m+o are each equal to 2; wherein, if j is 0, p+q is 2; wherein, if j is 1, then p is 1, q is 0 and R6 is H; and wherein * denotes a D or L configuration. The invention also provides a method of synthesizing the compound. Another aspect of the invention concerns a method of treating a subject afflicted by a disorder associated with binding of an etiological agent to a glutamate receptor.

Butyryl-tyrosinyl spermine, analogs thereof and methods of preparing and using same

The present invention provides a compound having the structure: STR1 wherein R1 is hydrogen or a branched or unbranched, substituted or unsubstituted aminoalkyl having from two to twenty atoms in the chain, R2 is hydrogen, methyl, or a branched or unbranched, substituted or unsubstituted alkyl having from two to twenty atoms in the chain; when R2 is methyl, R3 is either hydrogen or a substituted or unsubstituted aryl; and R4 is methyl, a branched or unbranched, substituted or unsubstituted alkyl, alkenyl, alkynyl, alkenynyl, or cycloalkyl having from two to twenty atoms in the chain, or a substituted or unsubstituted aryl group. The invention also concerns a method of preparing the compound from the venom, venom sacs or venom glands of the wasp Philanthus triangulun F. Additionally, the invention provides a method of chemically synthesizing the compound. Another aspect of the invention concerns a method of treating a subject afflicted by a disorder associated with binding of an etiological agent to a glutamate receptor. Lastly, the invention provides an insecticidal composition which comprises an effective amount of the compound and a suitable carrier and a method of combatting insects which comprises administering to the insects the insecticidal composition.

Synthesis of novel and photolabile philanthotoxin analogs: Glutamate receptor antagonists

The synthetic methods for 27 novel and photolabile philanthotoxin analogs are described. Most analogs were synthesized by two general methods with modifications of these methods where necessary.