Antide

Names

[ Name ]:
Antide

[Synonym ]:
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N-(3-pyridinylcarbonyl)-L-lysyl-N-(3-pyridinylcarbonyl)-D-lysyl-L-leucyl-N-(1-meth ylethyl)-L-lysyl-L-prolyl-
3-pyridinyl)-d-alanyl-l-seryl-n(sup6)-(3-pyridinylcarbonyl)-l-lysyl-n(sup6)
AC-(D-NAL)-(D-P-CL-PHE)-(D-PAL)-SER-LYS(NICOTINOYL)-[D-LYS(NICOTINOYL)]-LEU-LYS(ISOPROPYL)-PRO-[D-ALA]-NH2
Iturelix
N-[(4R,7R,10R,13S,16S)-16-{[(8S,11S,14R)-8-{[(2S)-2-{[(2R)-1-Amino-1-oxopropan-2-yl]carbamoyl}pyrrolidin-1-yl]carbonyl}-11-isobutyl-2-methyl-10,13,20-trioxo-20-(pyridin-3-yl)-3,9,12,19-tetraazaicosan-14-yl]carbamoyl}-7-(4-chlorobenzyl)-13-(hydroxymethyl)-4-(2-naphthylmethyl)-2,5,8,11,14-pentaoxo-10-(pyridin-3-ylmethyl)-3,6,9,12,15-pentaazaicosan-20-yl]nicotinamide (non-preferred name)
N-Acetyl-3-(2-naphthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-N-(3-pyridinylcarbonyl)-L-lysyl-N-(3-pyridinylcarbonyl)-D-lysyl-L-leucyl-N-isopropyl-L-lysyl-L-prolyl -D-alaninamide
lyl
AC-DNAL-D: P-CLPHE-DPAL-SER-LYS: NICOTINOYL-DLYS: NICOTINOYL-LEU-LYS: ISOPROPYL-PRO-DALA-NH2

Biological Activity

[Description]:

Antide (D-21074) is a potent LHRH antagonist. Antide also can be used for the research of prostatic cancer.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> GNRH Receptor

Research Areas >> Cancer

[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.

[References]

[1]. U F Habenicht, et al. Effect of the new potent LHRH antagonist antide. J Steroid Biochem Mol Biol. 1990 Dec 20;37(6):937-42.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
1798.0±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₈₂H₁₀₈ClN₁₇O₁₄

[ Molecular Weight ]:
1591.293

[ Flash Point ]:
1041.2±34.3 °C

[ Exact Mass ]:
1589.795044

[ PSA ]:
454.43000

[ LogP ]:
4.91

[ Appearance of Characters ]:
Solid | White to off-white

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.593

[ Storage condition ]:
−20°C

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H360

[ Precautionary Statements ]:
P201-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T: Toxic;

[ Risk Phrases ]:
R60

[ Safety Phrases ]:
S53-S22-S36/37/39-S45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
AY2961700

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Nuclear maturation and structural components of nonhuman primate cumulus-oocyte complexes during in vivo and in vitro maturation.

Fertil. Steril. 91(5 Suppl) , 2043-50, (2009)

To compare cumulus cell structure and timing of oocyte maturation of in vitro-matured (IVM) and in vivo-matured (VVM) nonhuman primate oocytes.In vivo maturation and in vitro maturation of oocytes.Ani...

Effects of suppressing gonadal hormones on response to novel objects in adolescent rats

Horm. Behav. 60(5) , 625-31, (2011)

Human adolescents exhibit higher levels of novelty-seeking behaviour than younger or older individuals, and novelty-seeking is higher in males than females from adolescence onwards. Gonadal hormones, ...

Expression of type I GNRH receptor and in vivo and in vitro GNRH-I effects in corpora lutea of pseudopregnant rabbits.

J. Endocrinol. 207(3) , 289-300, (2010)

The expression of type I GNRH receptor (GNRHR-I) and the direct role of GNRH-I on corpora lutea (CL) function were studied in the pseudopregnant rabbit model. Immunohistochemistry evidenced GNRHR-I an...