| Identification | Back Directory | [Name]
Antide | [CAS]
112568-12-4 | [Synonyms]
lyl-
ANTIDE
iturelix
Orf 23541
Brn 4866881
Antide Acetate
Antide impurity
ANTIDE (iturelix)
Iturelix, ORF 23541
Antide >=97% (HPLC)
Peptides Antide Acetate
Antide Acetate, Iturelix
Antide, Iturelix, ORF 23541
3-pyridinyl)-d-alanyl-l-seryl-n(sup6)-(3-pyridinylcarbonyl)-l-lysyl-n(sup6)
-(3-pyridinylcarbonyl)-d-lysyl-l-leucyl-n(sup6)-(1-methylethyl)-l-lysyl-l-pro
AC-DNAL-D: P-CLPHE-DPAL-SER-LYS: NICOTINOYL-DLYS: NICOTINOYL-LEU-LYS: ISOPROPYL-PRO-DALA-NH2
AC-(D-NAL)-(D-P-CL-PHE)-(D-PAL)-SER-LYS(NICOTINOYL)-[D-LYS(NICOTINOYL)]-LEU-LYS(ISOPROPYL)-PRO-[D-ALA]-NH2
Ac-D-2-Nal-p-chloro-D-Phe-(3-pyridyl)-D-Ala-Ser-Lys(nicotinoyl)
-D-Lys(nicotinoyl)-Leu-Lys(isopropyl)-Pro-D-Ala-NH2
Ac-D-2-Nal-4-chloro-D-Phe-b-(3-pyridyl)-D-Ala-Ser-Lys(nicotinoyl)-D-Lys(nicotinoyl)-Leu-Lys(isopropyl)-Pro-D-Ala-NH2
Ac-D-2-Nal-4-chloro-D-Phe-beta-(3-pyridyl)-D-Ala-Ser-Lys(nicotinoyl)-D-Lys(nicotinoyl)-Leu-Lys(isopropyl)-Pro-D-Ala-NH2
AC-D-2-NAL-P-CHLORO-D-PHE-BETA-(3-PYRIDYL)-D-ALA-SER-LYS(NICOTINOYL)-D-LYS(NICOTINOYL)-LEU-LYS(ISOPROPYL)-PRO-D-ALA-NH2
Ac-D-2-Nal-p-chloro-D-Phe-.beta.-(3-pyridyl)-D-Ala-Ser-Lys(nicotinoyl)-D-Lys(nicotinoyl)-Leu-Lys(isopropyl)-Pro-D-Ala-NH2
AC-D-ALA(2-NAPHTHYL)-D-PHE(4-CL)-D-ALA(3'-PYRIDYL)-SER-LYS(NICOTINOYL)-D-LYS(NICOTINOYL)-LEU-LYS(ISOPROPYL)-PRO-D-ALA-NH2
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N6-(3-pyridinylcarbonyl)-L-lysyl-N6-(3-pyridinylcarbonyl)-D-lysyl-L-leucyl-N6-(1-methylethyl)-L-lysyl-L-prolyl-
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N(sup 6)-(3-pyridinylcarbonyl)-L-lysyl-N(sup 6)-(3-pyridinylcarbonyl)-D-lysyl-L-leucyl-N(sup 6)-(1-methylethyl)-L-lysyl-L-prolyl-
N-((4R,7R,10R,13S,16S,19R)-19-(((S)-1-(((S)-1-((S)-2-(((R)-1-amino-1-oxopropan-2-yl)carbamoyl)pyrrolidin-1-yl)-6-(isopropylamino)-1-oxohexan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)-7-(4-chlorobenzyl)-13-(hydroxymethyl)-4-(naphthalen-2-ylmethyl)-16-(4-(nicotinamido)butyl)-2,5,8,11,14,17-hexaoxo-10-(pyridin-3-ylmethyl)-3,6,9,12,15,18-hexaazatricosan-23-yl)nicotinamide | [Molecular Formula]
C82H108ClN17O14 | [MDL Number]
MFCD00133104 | [MOL File]
112568-12-4.mol | [Molecular Weight]
1591.29 |
| Chemical Properties | Back Directory | [Boiling point ]
1798.0±65.0 °C(Predicted) | [density ]
1.258±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [form ]
Solid | [pka]
12.78±0.46(Predicted) | [color ]
White to off-white | [InChIKey]
QRYFGTULTGLGHU-NBERXCRTSA-N |
| Hazard Information | Back Directory | [Uses]
Reversible inhibition of gonadotropin secretion and subsequent suppression of ovarian and testicular steroid secretio (gonadotropin releasing hormone antagonist). | [Synthesis]
Antide acetate was prepared as follows: the peptide intermediate was first treated with a suitable thiol to remove the Nps protecting group. It was then reacted with 2-benzyl-4-carboxypyridine in DMF in DCC as a coupling agent to acylate the Orn residu | [in vivo]
Antide (subcutaneously; 1, 3, 6, 10 and 15 mg/kg; once or on 5 consecutive days) can induce a long-term chemical castration in adult male rats and cynomolgus monkeys[1]. | Animal Model: | Cynomolgus monkey and rat[1] | | Dosage: | 1, 3, 6, 10 and 15 mg/kg | | Administration: | Subcutaneous, once or on 5 consecutive days | | Result: | Had a dose-dependent inhibitory effect on serum concentration of LH (only rat) and testosterone and on the weights of the testes, prostates and seminal vesicles.
Achieved long-lasting castration-like effects at concentrations between 6 (less than or equal to 8 weeks) and 15 mg/kg (greater than 8 weeks) in the rat.
Induced a prolonged inhibitory effect only at 15 mg/kg and the duration was only 2-3 weeks in the cynomolgus monkey.
|
|
|
|