Antipain dihydrochloride

• CAT Number: I004267
• CAS Number: 37682-72-7
• Molecular Formula: C27H46Cl2N10O6
• Molecular Weight: 677.62
• Purity: ≥95%
• Synonyms: (2S)-2-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1-[[5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopentan-2-yl]carbamoylamino]-3-phenylpropanoic acid;dihydrochloride
• InChI: InChI=1S/C27H44N10O6.2ClH/c1-16(2)21(23(40)34-18(15-38)10-6-12-32-25(28)29)37-22(39)19(11-7-13-33-26(30)31)35-27(43)36-20(24(41)42)14-17-8-4-3-5-9-17;;/h3-5,8-9,15-16,18-21H,6-7,10-14H2,1-2H3,(H,34,40)(H,37,39)(H,41,42)(H4,28,29,32)(H4,30,31,33)(H2,35,36,43);2*1H/t18?,19-,20-,21-;;/m0../s1
• InChIKey: YAHXZYICKJUJEO-PKGYLJHQSA-N
• SMILES: CC(C)C(C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C(CCCN=C(N)N)NC(=O)NC(CC1=CC=CC=C1)C(=O)O.Cl.Cl

Antipain dihydrochloride is a protease inhibitor isolated from Actinomycetes. Antipain dihydrochloride inhibits N-methyl-N’-nitro-N-nitrosoguanidine (MNNG)-induced transformation and increases chromosomal aberrations. Antipain dihydrochloride restricts uterine DNA synthesis and function in mice[1][2][3][4].
The intact, cycling female mice received subcutaneous injections of Antipain dihydrochloride (3 mg) for 16 days, their uteri shows significant diminution in weight and total DNA when compared to untreated controls[4].
Antipain dihydrochloride (100 μg/g body wt; i.p.; at 12h intervals from 0 to 120 h or 240 to 360 h) shows inhibitory effect on Urethane-induced lung neoplasia in mice[5].

Reference

[1]. DiPaolo JA, et al. Antipain inhibits N-methyl-N’-nitro-N-nitrosoguanidine-induced transformation and increases chromosomal aberrations. Proc Natl Acad Sci U S A. 1980 Nov;77(11):6649-53.
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[2]. Suda H,et al. Antipain, a new protease inhibitor isolated from actinomycetes. J Antibiot (Tokyo). 1972 Apr;25(4):263-6.
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[3]. Sudha VT, et al. Identification of a serine protease as a major allergen (Per a 10) of Periplaneta americana. Allergy. 2008 Jun;63(6):768-76.
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[4]. Nomura T, et al. Inhibiting effects of antipain on urethane-induced lung neoplasia in mice. Br J Cancer. 1980;42(4):624‐626.
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[5]. Katz J, et al. Antipain and leupeptin restrict uterine DNA synthesis and function in mice. Proc Natl Acad Sci U S A. 1977;74(9):3754‐3757.
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