(S)-H-1152 (hydrochloride)

Cayman Chemical Item Number 10007653

(CAS 451462-58-1)

(S)-H-1152 (hydrochloride) (CAS 451462-58-1)

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Description

Rho kinase (ROCK), activated by GTP-linked Rho, phosphorylates targets that are involved in cytoskeletal remodeling, smooth muscle contraction, and neuronal development. H-1152 is a potent, specific, ATP-competitive, and cell permeable inhibitor of ROCK (Ki = 1.6 nM).12 It is a more potent inhibitor of ROCK than either Y-27632 (Ki = 140 nM) or HA-1077 (Ki = 330 nM).2 H-1152 poorly inhibits PKA, PKC, and myosin light chain kinase (Ki = 0.63, 9.27, and 10.1 μM, respectively).2 It has been used to examine the role of ROCK in such diverse processes as stress fiber assembly,3 vasoconstriction,4 as well as spontaneously tonic smooth muscle5 and neurite extension.6

1 Sasaki, Y., Suzuki, M., and Hidaka, H. The novel and specific Rho-kinase inhibitor (S)-(+)-2-methyl-1-[(4-methyl-5-isoquinoline)sulfonyl]-homopiperazine as a probing molecule for Rho-kinase-involved pathway. Pharmacol Ther 93 225-232 (2002).

2 Ikenoya, M., Hidaka, H., Hosoya, T., et al. Inhibition of Rho-kinase-induced myristoylated alanine-rich C kinase substrate (MARCKS) phosphorylation in human neuronal cells by H-1152, a novel and specific Rho-kinase inhibitor. J Neurochem 81 9-16 (2002).

3 Davies, S.L., Gibbons, C.E., Vizard, T., et al. Ca2+-sensing receptor induces Rho kinase-mediated actin stress fiber assembly and altered cell morphology, but not in response to aromatic amino acids. Am J Physiol Cell Physiol 290 C1543-C1551 (2006).

4 Johnson, R.P., El-Yazbi, A.F., Takeya, K., et al. Ca2+ sensitization via phosphorylation of myosin phosphatase targeting subunit at threonine-855 by Rho kinase contributes to the arterial myogenic response. J Physiol 587(11) 2537-2553 (2009).

5 Rattan, S., and Patel, C.A. Selectivity of Rho kinase (ROCK) inhibitors in the spontaneously tonic smooth muscle. Am J Physiol Gastrointest Liver Physiol 294(3) G687-G693 (2008).

6 Fuentes, E.O., Leemhuis, J., Stark, G.B., et al. Rho kinase inhibitors Y27632 and H1152 augment neurite extension in the presence of cultured Schwann cells. J Brachial Plex Peripher Nerve Inj 3(19) (2008).

Formal Name 5-​[[(2S)-​hexahydro-​2-​methyl-​1H-​1,​4-​diazepin-​1-​yl]sulfonyl]-​4-​methyl-​isoquinoline,​ dihydrochloride
CAS Number 451462-58-1
Molecular Formula C16H21N3O2S · 2HCl
Formula Weight 392.3
Formulation A crystalline solid
Purity ≥95%
λmax 216, 280, 328 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC1=CN=CC2=C1C(S(N3CCCNC[C@@H]​3C)​(=O)​=O)​=CC=C2.Cl.Cl
InCHI Code
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​1S/C16H21N3O2S.2ClH/c1-12-9-18-11-14-5-3-6-15(16(12)​14)​22(20,21)​19-8-4-7-17-10-13(19)​2;;/h3,5-6,9,11,13,17H,4,7-8,10H2,1-2H3;2*1H/t13-;;/m0../s1
InCHI Key
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BFOPDSJOLUQULZ-GXKRWWSZSA-N

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(S)-H-1152 (hydrochloride) is available in the following screening library:

Size Price Quantity Subtotal
500 µg $28.00 $0.00
1 mg $53.00 $0.00
5 mg $224.00 $0.00
10 mg $392.00 $0.00
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