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Merck
CN

SML3185

CGP 48664 dihydrochloride

≥98% (HPLC)

Synonym(s):

(E)-2-(4-carbamimidoyl-2,3-dihydro-1H-inden-1-ylidene)hydrazine-1-carboximidamide dihydrochloride, (E)-2-[4-(Aminoiminomethyl)-2,3-dihydro-1H-inden-1-ylidene]hydrazinecarboximidamide dihydrochloride, 4-Amidino-1-indanone-2′-amidinohydrazone dihydrochloride, 4-Amidinoindan-1-one-2?-amidinohydrazone dihydrochloride, CGP 48664A dihydrochloride, CGP48664 dihydrochloride, CMA 48664 dihydrochloride, SAM486A dihydrochloride, Sardomozide dihydrochlorid, Sardomozide dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H14N6 · 2HCl
CAS Number:
138794-73-7
Molecular Weight:
303.19
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00910325

Key Documents

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InChI

1S/C11H14N6/c12-10(13)8-3-1-2-7-6(8)4-5-9(7)16-17-11(14)15/h1-3H,4-5H2,(H3,12,13)(H4,14,15,17)/b16-9+

SMILES string

NC(C1=CC=CC2=C1CC/C2=N\NC(N)=N)=N.Cl.Cl

InChI key

CYPGNVSXMAUSJY-CXUHLZMHSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

CGP 48664 (SAM486A; Sardomozide) is a polyamine (PA) biosynthesis inhibitor (73% and 97% downregulation of murine leukemia L1210 cellular spermidine and spermine, respectively, by 0.5 μM Sardomozide in 4 days) that targets the rate-limiting enzyme S-adenosylmethionine decarboxylase (AdoMetDC, SAMDC, AMD1) in a potent (IC50 = 5 nM against rat AMD1) and selective manner with little or no inhibitory efficacy toward diamine oxidase or ornithine decarboxylase (IC50 = 18 μM and >50 μM against rat DAO and ODC, respectively). CGP 48664 effectively inhibits the proliferation of murine (GI50 = 0.5 μM against L1210 in 4 days) and human cancer cell lines in cultures (GI50 from 0.26 to 0.6 μM in 5 days; GI50 = 0.8 μM against human melanoma SK MEL-24 in 10 days) and suppresses the growth of murine and human tumor xenografts in mice in vivo (ED50 ≤0.5 mg/kg i.p.). CGP 48664 (Sardomozide) potently inhibits growth of PFA ependymoma cells.
Potent and selective S-adenosylmethionine decarboxylase (AdoMetDC, SAMDC, AMD1) inhibitor with anti-cancer efficacy both in vitro and in vivo.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000445006
0000445006
0000137451
0000137450
0000137451

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