PIPES

PIPES
	Chemical structure of PIPESChemical structure of PIPES
Names
	Preferred IUPAC name 2,2′-(Piperazine-1,4-diyl)di(ethane-1-sulfonic acid)
	Other names PIPES
Identifiers
CAS Number	5625-37-6 check;
3D model (JSmol)	Interactive image;
ChemSpider	72022 ☒;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	6992709;
UNII	G502H79V6L check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	InChI InChI=1S/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16) ☒ Key: IHPYMWDTONKSCO-UHFFFAOYSA-N ☒; InChI=1/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16) Key: IHPYMWDTONKSCO-UHFFFAOYAG;
	SMILES C1CN(CCN1CCS(=O)(=O)O)CCS(=O)(=O)O;
Properties
Chemical formula	C8H18N2O6S2
Molar mass	302.37
Appearance	White powder
Melting point	Decomposes above 300 °C
Boiling point	Decomposes
Solubility in water	1 g/L (100 °C)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Irritant
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 1 0 0
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒ verify (what is check☒ ?) Infobox references

PIPES (piperazine-N,N′-bis(2-ethanesulfonic acid)) is a frequently used buffering agent in biochemistry. It is an ethanesulfonic acid buffer developed by Good et al. in the 1960s.^[1]

Applications

PIPES has two pKa values. One pKa (6.76 at 25 °C) is near the physiological pH which makes it useful in cell culture work. Its effective buffering range is 6.1-7.5 at 25 °C. The second pKa value is at 2.67 with a buffer range of from 1.5-3.5. PIPES has been documented minimizing lipid loss when buffering glutaraldehyde histology in plant and animal tissues.^[2]^[3] Fungal zoospore fixation for fluorescence microscopy and electron microscopy were optimized with a combination of glutaraldehyde and formaldehyde in PIPES buffer.^[4] It has a negligible capacity to bind divalent ions.^[5]

References

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^ Salema, R. and Brando, I., J. Submicr. Cytol., 9, 79 (1973).
^ Schiff, R.I. and Gennaro, J.F., Scaning Electron Microsc., 3, 449 (1979).
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[1] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[2] Salema, R. and Brando, I., J. Submicr. Cytol., 9, 79 (1973).

[3] Schiff, R.I. and Gennaro, J.F., Scaning Electron Microsc., 3, 449 (1979).

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v t e Arylpiperazines
Phenylpiperazines	1-Phenylpiperazine (1-PP; PP) 3,4-CFP 2C-B-PP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-7625 EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635
Benzylpiperazines	2C-B-BZP 3-Methylbenzylpiperazine Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP EGIS-7625 Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide NSI-189 Piberaline Piribedil RN-1747 Sunifiram Trimetazidine Vesnarinone
Naphthylpiperazines	1-Naphthylpiperazine (1-NP) 2-Naphthylpiperazine (2-NP) CSP-2503 F-11,461 S-14,506 S-14671
Quinolinylpiperazines	FPPQ 6-Nitroquipazine Isoquipazine Quipazine
Diphenylalkylpiperazines	AD-1211 Almitrine Amperozide BRL-15,572 Buclizine BW373U86 Cetirizine Chlorbenzoxamine Chlorcyclizine Cinnarizine Clocinizine Cyclizine DBL-583 Diphenpipenol Diphenylmethylpiperazine Dotarizine DPI-221 DPI-287 DPI-3290 GBR-12,783 GBR-12,935 GBR-13,069 GBR-13,098 GBR-13,119 Hydroxyzine JJC8-088 Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine ORG-12962 Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclic-linked piperazines	Amoxapine Clopenthixol Clorotepine Clozapine Cyanothepin Doclothepin Docloxythepin Flupentixol Fluphenazine Isofloxythepin Loxapine Meperathiepin Metitepine Octomethothepin Olanzapine Opipramol Oxyclothepin Oxyprothepin Peradithiepin Perathiepin Perazine Perphenazine Pirenzepine Prochlorperazine Thiethylperazine Thiothixene Trifluoperazine Trifluthepin Zuclopenthixol
Others/uncategorized	AP-238 Azimilide Bucinnazine Cinepazet Cinepazic acid Cinepazide CPD-1 Cyclohexylpiperazine Hexocyclium Indinavir JNJ-7777120 Lodenafil MK-212 Mirodenafil PB-28 Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

PIPES

Applications

See also

References

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Names
Chemical structure of PIPES Chemical structure of PIPES
Preferred IUPAC name 2,2′-(Piperazine-1,4-diyl)di(ethane-1-sulfonic acid)
Other names PIPES
Identifiers
CAS Number	5625-37-6^checkY
3D model (JSmol)	Interactive image
ChemSpider	72022^☒N
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
PubChem CID	6992709
UNII	G502H79V6L^checkY
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
InChI InChI=1S/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16)^☒N Key: IHPYMWDTONKSCO-UHFFFAOYSA-N^☒N InChI=1/C8H18N2O6S2/c11-17(12,13)7-5-9-1-2-10(4-3-9)6-8-18(14,15)16/h1-8H2,(H,11,12,13)(H,14,15,16) Key: IHPYMWDTONKSCO-UHFFFAOYAG
SMILES C1CN(CCN1CCS(=O)(=O)O)CCS(=O)(=O)O
Properties
Chemical formula	C₈H₁₈N₂O₆S₂
Molar mass	302.37
Appearance	White powder
Melting point	Decomposes above 300 °C
Boiling point	Decomposes
Solubility in water	1 g/L (100 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Irritant
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 1 0 0
Safety data sheet (SDS)	External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ☒N verify (what is ^checkY☒N ?) Infobox references

PIPES

Applications

See also

References

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