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74381-53-6

Basic Information
CAS No.: 74381-53-6
Name: Leuprorelin acetate
Molecular Structure:
Molecular Structure of 74381-53-6 (Leuprorelin acetate)
Formula: C59H84N16O12.C2H4O2
Molecular Weight: 1269.47
Synonyms: (D-Leu(sup 6),des-gly-NH2(sup 10),pro-ethylamide(sup 9))-LHRH;Lupron;Leuprolide acetate (USAN);Abbott 43818;Lupron Depot;TAP-144-SR;Leuprorelin acetate (JAN);Lupron PED;Leuprin;acetic acid; N-[(1S)-1-[[(1S)-1-[[1-[[(1S)-1-[[(1R)-1-[[(1S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxo-pentan-2-yl]carbamoyl]-2-methyl-propyl]carbamoyl]-2-methyl-propyl]carbamoyl]-2-(4-hydroxyphenyl)ethyl]carbamoyl]-2-hydroxy-ethyl]carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl]-2-(3H-imidazol-4-yl)ethyl]-5-oxo-pyrrolidine-2-carboxamide;Procrin;A-43818;Leuproreline [INN-French];Eligard;Leuplin depot;TAP 144;Leuprorelinum [INN-Latin];Depo-Lupron;Viadur;Lucrin;TAP-144;Uno-Enantone;Procren Depot;Leuprorelina [INN-Spanish];Leuprolide acetate [USAN];(D-Leu(sup 6),des-gly-NH2(sup 10),pro-ethylamide(sup 9))-gonadotropin-releasing hormone;
EINECS: 686-285-8
Melting Point: 150-155oC
Boiling Point: 1720.5oC at 760 mmHg
Flash Point: 994.3oC
Appearance: fluffy solid
Safety: 22-24/25
PSA: 466.34000
LogP: 3.44730
Synthetic route
82155-05-3

Z-pGlu-His-Trp(Mtr)-Ser-Tyr-D-Leu-Leu-Arg(Mbs)-Pro-NH-C2H5

74381-53-6

5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide acetate

Conditions
ConditionsYield
With methanesulfonic acid; methyl-phenyl-thioether; ethane-1,2-dithiol for 1h; Ambient temperature;38.6%
75-75-2

methanesulfonic acid

74381-53-6

5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide acetate

leuprolide mesylate

Conditions
ConditionsYield
In water
74381-53-6

5-oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide acetate

leuprolide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water
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    Items Standard Result Assay 98%min ----------------------------------------------------------------------------------------------

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Chemistry

Chemical Name: Leuprorelin acetate
IUPAC NAME: N-[1-[[1-[[1-[[1-[[1-[[1-[[5-(diaminomethylideneamino)-1-[2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
CAS No.: 74381-53-6
Molecular Formula: C59H84N16O12
Molecular Weight: 1209.4 g/mol
Storage temp.: -20°C
Following is the structure of Leutenizing hormone-releasing factor (pig), 6-d-leucine-9-(n-ethyl-l-prolinamide)-10-deglycinamide-, monoacetate (salt) (74381-53-6):


Product Categories about Leuprorelin acetate are Organics ; Bases & Related Reagents ; Heterocycles ; Intermediates & Fine Chemicals ; Nucleotides ; Pharmaceuticals ; Gonadotropin-releasing hormone (GnRH)
The chemical synonymous of Leutenizing hormone-releasing factor (pig), 6-d-leucine-9-(n-ethyl-l-prolinamide)-10-deglycinamide-, monoacetate (salt) (74381-53-6) are Leutenizinghormone-releasingfactor(pig),6-d-leucine-9-(n-ethyl-l-prolinamid ; Lupron ; Tap-144 ; Tap-144-Sr ; Des-Gly10,[P-Leu6]-Lh-Rh ethylamide ; [Des-Gly10, D-Leu6, Pro-Nhet9]-Lh-Rh (Human) ; (Des-Gly10,D-Leu6,Pro-Nhet9)-Luteinizing hormone-releasing factor ; (Des-gly10,d-leu6,pro-nhet9)-luteinizing hormone-releasing hormone

Uses

Leutenizing hormone-releasing factor (pig), 6-d-leucine-9-(n-ethyl-l-prolinamide)-10-deglycinamide-, monoacetate (salt) (74381-53-6) is mainly used as synthetic nonapeptide agonist analog of LH-RH. and used for antineoplastic (hormonal).

Toxicity Data With Reference

1.    

orl-rat LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
2.    

ipr-rat LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
3.    

scu-rat LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
4.    

ivn-rat LD50:29,900 µg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 25 (1994),815.
5.    

ims-rat LD50:>2 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
6.    

orl-mus LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
7.    

ipr-mus LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
8.    

scu-mus LD50:>5 g/kg

    YACHDS    Yakuri to Chiryo. Pharmacology and Therapeutics. 18 (Suppl 3)(1990),S569.
9.    

ivn-mus LD50:137 mg/kg

    IYKEDH    Iyakuhin Kenkyu. Study of Medical Supplies. 25 (1994),815.
     

 

   

Safety Profile

A poison by intravenous route. Moderately toxic by imps route. Low toxicity by ingestion, subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of NOx.