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Pyrazolidine
Names
	Preferred IUPAC name Pyrazolidine
	Other names 1,2-Diazolidine
Identifiers
CAS Number	504-70-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:33138 ;
ChemSpider	71365 ;
PubChem CID	79033;
UNII	Y0MA3161MR ;
CompTox Dashboard (EPA)	DTXSID30198444 ;
	InChI InChI=1S/C3H8N2/c1-2-4-5-3-1/h4-5H,1-3H2 Key: USPWKWBDZOARPV-UHFFFAOYSA-N ; InChI=1/C3H8N2/c1-2-4-5-3-1/h4-5H,1-3H2 Key: USPWKWBDZOARPV-UHFFFAOYAM;
	SMILES C1CNNC1;
Properties
Chemical formula	C3H8N2
Molar mass	72.10902
Density	1.00 g/cm3 (20 °C)
Melting point	10 to 12 °C (50 to 54 °F; 283 to 285 K)
Boiling point	138 °C (280 °F; 411 K)
Refractive index (nD)	1.477
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Pyrazolidine is a heterocyclic compound. It is a liquid that is stable in air, but it is hygroscopic.^[2]

Preparation[edit]

Pyrazolidine can be produced by cyclization of 1,3-dichloropropane or 1,3-dibromopropane with hydrazine:^[2]

\mathrm {Cl{-}(CH_{2})_{3}{-}Cl\ +\ N_{2}H_{4}\ \xrightarrow {\Delta T} \ C_{3}H_{8}N_{2}\ +\ 2HCl}

\mathrm {Br{-}(CH_{2})_{3}{-}Br\ +\ N_{2}H_{4}\ {\xrightarrow {\Delta T}}\ C_{3}H_{8}N_{2}\ +\ 2HBr}

References[edit]

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 142. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ ^a ^b ^c ^d ^e ^f Buhle, Emmett L.; Moore, Alexander M.; Wiselogle, F. Y. (1943). "The Configuration of Tervalent Nitrogen. A Bicyclic Hydrazine Derivative1". Journal of the American Chemical Society. 65 (1). American Chemical Society (ACS): 29–32. doi:10.1021/ja01241a009. ISSN 0002-7863.

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 142. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[buhle-2] ^ ^a ^b ^c ^d ^e ^f Buhle, Emmett L.; Moore, Alexander M.; Wiselogle, F. Y. (1943). "The Configuration of Tervalent Nitrogen. A Bicyclic Hydrazine Derivative1". Journal of the American Chemical Society. 65 (1). American Chemical Society (ACS): 29–32. doi:10.1021/ja01241a009. ISSN 0002-7863.

[1]

[2]

Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones / pyrazolidines	Aminophenazone Ampyrone Azapropazone Clofezone Difenamizole Famprofazone Feprazone Kebuzone Metamizole Mofebutazone Morazone Nifenazone Oxyphenbutazone Phenazone Phenylbutazone Propyphenazone Sulfinpyrazone Suxibuzone^‡
salicylates	Aspirin (acetylsalicylic acid)^# Aloxiprin Benorylate Carbasalate calcium Diflunisal Dipyrocetyl Ethenzamide Guacetisal Magnesium salicylate Methyl salicylate Salsalate Salicin Salicylamide Salicylic acid (salicylate) Sodium salicylate
acetic acid derivatives and related substances	Aceclofenac Acemetacin Alclofenac Amfenac Bendazac Bromfenac Bufexamac Bumadizone Diclofenac Difenpiramide Etodolac Felbinac Fenclozic acid Fentiazac Indometacin Indometacin farnesil Isoxepac Ketorolac Lonazolac Mofezolac Oxametacin Prodolic acid Proglumetacin Sulindac Tiopinac Tolmetin Zomepirac^†
oxicams	Ampiroxicam Droxicam Isoxicam Lornoxicam Meloxicam Piroxicam Pivoxicam Tenoxicam
propionic acid derivatives (profens)	Alminoprofen Benoxaprofen^† Carprofen^‡ Dexibuprofen Dexketoprofen Fenbufen Fenoprofen Flunoxaprofen Flurbiprofen Ibuprofen^# Ibuproxam Indoprofen^† Ketoprofen Loxoprofen Miroprofen Naproxen Oxaprozin Pelubiprofen Piketoprofen Pirprofen Suprofen Tarenflurbil Tepoxalin^‡ Tiaprofenic acid Vedaprofen^‡ Zaltoprofen COX-inhibiting nitric oxide donator: Naproxcinod
n-arylanthranilic acids (fenamates)	Azapropazone Clonixin Etofenamate Floctafenine Flufenamic acid Flunixin Flutiazin Glafenine^† Meclofenamic acid Mefenamic acid Morniflumate Niflumic acid Tolfenamic acid
COX-2 inhibitors (coxibs)	Apricoxib Celecoxib (+tramadol) Cimicoxib^‡ Deracoxib^‡ Etoricoxib Firocoxib^‡ Lumiracoxib^† Mavacoxib^‡ Parecoxib Robenacoxib^‡ Rofecoxib^† Valdecoxib^†
other	Aminopropionitrile Benzydamine Chondroitin sulfate Diacerein Fluproquazone Glucosamine Glycosaminoglycan Hyperforin Nabumetone Nimesulide Oxaceprol Proquazone Superoxide dismutase / orgotein Tenidap
NSAID combinations	Ibuprofen/famotidine Ibuprofen/hydrocodone Ibuprofen/oxycodone Ibuprofen/paracetamol Meloxicam/bupivacaine Naproxen/diphenhydramine Naproxen/esomeprazole
Key: underline indicates initially developed first-in-class compound of specific group; ^#WHO-Essential Medicines; ^†withdrawn drugs; ^‡veterinary use.
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