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Ethylisopropylamiloride

HCID 1795
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1154-25-2
Standard SMILES
CCN(c1nc(N)c(C(=O)N=C(N)N)nc1Cl)C(C)C
InChIKey
QDERNBXNXJCIQK-UHFFFAOYSA-N
Molecular formula
C11H18ClN7O
Average molar mass
299.766 g/mol
Monoisotopic mass
299.12613588

Names & identifiers

Preferred name
Ethylisopropylamiloride
IUPAC
3-Amino-N-carbamimidoyl-6-chloro-5-[ethyl(propan-2-yl)amino]pyrazine-2-carboxamide
English name
EIPA
Molecular formula
C11H18ClN7O
Molecular weight
299.76

Names & synonyms

ethylisopropylamilorideEIPAMH 12-43L 593754EIPA (L593754)EIPA, 10 mM in DMSOEthylisopropylamiloride (EIPA)5-(N-ETHYL-N-ISOPROPYL)AMILORIDEAMILORIDE, 5-(N-ETHYL-N-ISOPROPYL)-Amiloride,5-(N-Ethyl-N-isopropyl)-[5-(N-Ethyl-N-isopropyl)amiloride

Database identifiers

CAS
1154-25-2
PubChem CID
1795
DTXSID
DTXSID80151084
ChEMBL
CHEMBL517986
ChEBI
CHEBI:136538
UNII
VW50CE070T
EC Number
634-217-2
Nikkaji
J240.200I

Properties

Physicochemical properties

Melting point
202 · 202-205 °C(lit.)
Density
1.49 · 1.49±0.1 g/cm3(Predicted)
storage temp.
2 · Keep in dark place,Sealed in dry,2-8°C
solubility
Acetonitrile (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
form
Off-white to yellow solid.
pka
8.67 · 8.67±0.46(Predicted)
color
Pale Yellow to Green
biological source
synthetic
Stability
Unstable in methanol
InChI
InChI=1S/C11H18ClN7O/c1-4-19(5(2)3)9-7(12)16-6(8(13)17-9)10(20)18-11(14)15/h5H,4H2,1-3H3,(H2,13,17)(H4,14,15,18,20)
InChIKey
QDERNBXNXJCIQK-UHFFFAOYSA-N
SMILES
C1(C(NC(N)=N)=O)=NC(Cl)=C(N(CC)C(C)C)N=C1N
CAS DataBase Reference
1154 · 1154-25-2
FDA UNII
50 CE070T · VW50CE070T
UNSPSC Code
12352200 · 12352200
NACRES
77 · NA.77
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-37/39
RIDADR
2811 · 2811
WGK Germany
3 · 3
HazardClass
6.1 · 6.1(b)
PackingGroup
III
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
ridadr
2811
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-37/39
hazard_class
6.1(b)
Storage Class
11 - Combustible Solids
packing_group
III
target organs
Respiratory system
Hazard statements
H315-H319-H335
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

DescriptionSodium-hydrogen exchangers (NHE) are involved in maintaining sodium and pH balance in a variety of tissues. They are also known as sodium-hydrogen antiporters and solute carrier family 9 members. 5-(N-ethyl-N-isopropyl)-Amiloride (EIPA) is a potent inhibitor of several NHE isoforms, inhibiting NHE1, NHE2, NHE3, and NHE5 with Ki values of 0.02, 0.5, 2.4, and 0.42 μM, respectively. It less effectively inhibits NHE4 (IC50 ≥10 μM). EIPA is commonly used at a concentration of 5-10 μM to inhibit cellular HNE activity.

UsesSelective Na+/H+ antiporter inhibitor. Selectively enhances the excretion of sodium ions without causing an increase in excretion of potassium ions.

Uses5-(N-Ethyl-N-isopropyl)amiloride has been used:as a supplement in endothelial cell growth medium to incubate human lung microvascular endothelial cellin Pluronic F-127 stock solution for Drosophila larval live-imagingin choline chloride solution as an experimental perfusate, to study the effect of Na+/H+ inhibition on jejunal loop perfusion in vivo

Suppliers69 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
江苏豪隆化工有限公司0513-89083520 13328092525 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
星基医药(上海)有限公司15705593425
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
上海皓之翔生物科技有限公司(原上海拓青化工有限公司)526763801 13301653310 · [email protected]
上海萄普生物医药技术有限公司15900573766 18018507602 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
开封明仁药业有限公司0371-65741762 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
艾吉析科技(上海)有限公司17721401538;17717235263 17721401538 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
风咏生物(AbMole)021-10000000 13000000000 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
贵州谦一科技有限责任公司16651422671 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海禾昇医药有限公司15051477682
武汉沃格达生物科技有限公司15071299552 · [email protected]
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
上海芮晖化工科技有限公司021-31433387 15618786686 · [email protected]
BOC Sciences[email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
上海臻励生物科技有限公司021-16621358918; 18516310516;16621358918;13045646768 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 15955137747 · [email protected]
上海易恩化学技术有限公司400-400-1332688 18019345275 · [email protected]
济南药研药物化学有限公司[email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
北京沃凯生物科技有限公司010-62971590 18548936886 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
南京美韬医药科技有限公司[email protected] · [email protected]
Aladdin Scientific[email protected]
安徽今昱生物化工产品技术研发有限公司055167162561 13295518198
上海传芊化工科技中心15869524721 · [email protected]
Wuhan Topule Biopharmaceutical Co., Ltd+86-18327326525 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Ethylisopropylamiloride is a member of the class of pyrazines that is amiloride in which the amino substitutent of the pyrazine ring that is adjacent to the chloro substituent has been substituted by an ethyl group and by an isopropyl group. It has a role as an anti-arrhythmia drug, a neuroprotective agent and a sodium channel blocker. It is a member of guanidines, an aromatic amine, an organochlorine compound, a tertiary amino compound, a member of pyrazines and a monocarboxylic acid amide. It is functionally related to an amiloride.

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