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    (±)-Verapamil hydrochloride

    Available from stock

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      (±)-Verapamil hydrochloride

      SKU
      V0007

      Category: API's & Intermediates

      Synonyms
      Manidon
      152-11-4
      CAS-Number
      C27H38N2O4 · HCl
      Molecular Formula
      491.06
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥99% (Titration)
      Appearance
      White powder
      Identity
      1H-NMR

      Properties

      Solvents
      methanol (50 mg/ml), ethanol, water
      Melting Point
      142 °C (dec.)(lit.)
      Other
      pKa: 8.92, pKb: 8.97
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H301, H311, H331
      Precautionary statements
      P261, P264, P270, P271, P280, P301 + P310, P302 + P352, P304 + P340, P312, P322, P330, P361, P363, P403 + P233, P405, P501
      GHS Symbol
      GHS06
      Signal word
      Danger
      RIDADR
      UN2811 6.1
      Transportation
      Packing Group III
      Description
      Verapamil hydrochloride is an α-adrenergic receptor (α-AR) antagonist and calcium channel protein inhibitor that blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Verapamil is an antiarrhythmic agent and vasodilator known to reduce the renal clearance of digoxin and induce apoptosis in primary and metastatic colon adenocarcinoma human cell lines in vitro. It has been observed that verapamil can induce currents by itself, presumably by acting on the potassium and chloride leakage. Verapamil has also been used as an inhibitor of drug efflux pump proteins such as Mdr (P-glycoprotein). Verapamil is a substrate of CYP3A4 and CYP2C6. It is also used in fluorescent cell sorting for DNA content, as it blocks efflux of a variety of DNA-binding fluorophores such as Hoechst 33342. Recent research has shown verapamil to be an effective treatment for diabetes in animal models. Verapamil helps treat diabetes by limiting TXNIP expression.
      Smiles
      CN(CCC1=CC(OC)=C(OC)C=C1)CCCC(C(C)C)(C#N)C2=CC(OC)=C(OC)C=C2.Cl
      InChi Key
      DOQPXTMNIUCOSY-UHFFFAOYSA-N
      References
      (1) A. Fleckenstein:Annu. Rev. Pharmacol. Toxicol. 17, 149 (1977) , (2) I.B. Shchepotin, et al.: Anticancer Res. 14, 1027 (1994) , (3) B.B. Lonsberry, et al.: Pharmacol. 49, 23 (1994) , (4) W.T. Bellamy: Annu. Rev. Pharmacol. Toxicol. 36, 161 (1996) , (5) T. Kantola, et al.: Clin. Pharmacol. Ther. 64, 177 (1998) , (6) M. Verschraagen, et al.: Pharmacol. Res. 40, 301 (1999) , (7) G. Xu, et al.: Diabetes. 61, 848 (2012)
      InChi
      InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6

      Verapamil hydrochloride is an α-adrenergic receptor (α-AR) antagonist and calcium channel protein inhibitor that blocks the L-type Ca2+ channels in smooth and cardiac muscle cells. Verapamil is an antiarrhythmic agent and vasodilator known to reduce the renal clearance of digoxin and induce apoptosis in primary and metastatic colon adenocarcinoma human cell lines in vitro. It has been observed that verapamil can induce currents by itself, presumably by acting on the potassium and chloride leakage. Verapamil has also been used as an inhibitor of drug efflux pump proteins such as Mdr (P-glycoprotein). Verapamil is a substrate of CYP3A4 and CYP2C6. It is also used in fluorescent cell sorting for DNA content, as it blocks efflux of a variety of DNA-binding fluorophores such as Hoechst 33342. Recent research has shown verapamil to be an effective treatment for diabetes in animal models. Verapamil helps treat diabetes by limiting TXNIP expression.

      SKU: V0007 Category: API's & Intermediates
      • Additional information

      Additional information

      Synonyms

      Manidon

      Purity

      ≥99% (Titration)

      Appearance

      White powder

      CAS-Number

      152-11-4

      Molecular Formula

      C27H38N2O4 · HCl

      Molecular Weight

      491.06

      Identity

      1H-NMR

      Solvents

      methanol (50 mg/ml), ethanol, water

      Melting Point

      142 °C (dec.)(lit.)

      Other

      pKa: 8.92, pKb: 8.97

      Smiles

      CN(CCC1=CC(OC)=C(OC)C=C1)CCCC(C(C)C)(C#N)C2=CC(OC)=C(OC)C=C2.Cl

      InChi Key

      DOQPXTMNIUCOSY-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H301, H311, H331

      Precautionary statements

      P261, P264, P270, P271, P280, P301 + P310, P302 + P352, P304 + P340, P312, P322, P330, P361, P363, P403 + P233, P405, P501

      GHS Symbol

      GHS06

      Signal word

      Danger

      RIDADR

      UN2811 6.1

      Transportation

      Packing Group III

      References

      (1) A. Fleckenstein:Annu. Rev. Pharmacol. Toxicol. 17, 149 (1977), (2) I.B. Shchepotin, et al.: Anticancer Res. 14, 1027 (1994), (3) B.B. Lonsberry, et al.: Pharmacol. 49, 23 (1994), (4) W.T. Bellamy: Annu. Rev. Pharmacol. Toxicol. 36, 161 (1996), (5) T. Kantola, et al.: Clin. Pharmacol. Ther. 64, 177 (1998), (6) M. Verschraagen, et al.: Pharmacol. Res. 40, 301 (1999), (7) G. Xu, et al.: Diabetes. 61, 848 (2012)

      InChi

      InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6

      Quantity

      100 mg, 1 g, 5 g, Bulk

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