Piperazine Dihydrochloride

HCID 8893CAS 142-64-3

Basic information

Standard SMILES
C1CNCCN1.Cl.Cl
InChIKey
CVVIJWRCGSYCMB-UHFFFAOYSA-N
Molecular formula
C4H12Cl2N2
Average molar mass
159.05 g/mol
Monoisotopic mass
158.0377538

Names & identifiers

Preferred name
Piperazine Dihydrochloride
IUPAC
piperazine;dihydrochloride
English name
PIPERAZINE DIHYDROCHLORIDE
Molecular formula
C4H12Cl2N2
Molecular weight
159.06

Names & synonyms

Piperazine dihydrochloride142-64-3Dowzene DHCPiperazine, dihydrochloridePiperazine wormer premixDihydro Pip WormerDiethylenediamine dihydrochlorideDTXSID4047096Ascarex DDihydrochloride salt of diethylenediamine17VU4Z4W88DTXCID2027096
Show more names
Piperazine 2HClPipDCldowzenedhcdihydropipwormerPIPERAZINE DI HCLpiperazinewormerpremixPiperazine hydrate CRSpiperazinehydrochloridePiperazinium Dichloride
Piperazine, hydrochloride (1:2)RefChem:58255205-551-2piperazine;dihydrochlorideMFCD00012754Piperazine dihydrochloride [USP]Piperazinium chlorideCaswell No. 668

Database identifiers

CAS
142-64-3、7542-23-6
PubChem CID
8893
DTXSID
DTXSID4047096
ChEMBL
CHEMBL3188015
UNII
17VU4Z4W88
EC Number
205-551-2、231-422-5

Properties

Computed structural properties

Topological polar surface area
24.1 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Color/Form · 3 items

CREAM COLORED CRYSTALLINE POWDER

WHITE NEEDLES

White to creamy colored needles or powder.

Solubility · 3 items

41 % (NIOSH, 2024)

SOLUBILITY IN WATER: 35% @ 0 °C, 41% @ 20 °C, 48% @ 50 °C; INSOL IN ORGANIC SOLVENTS

41%

DecompositionWhen heated to decomposition it emits very toxic fumes of nitrous oxide and hydrogen chloride.
Melting Point · 3 items

635 °F (NIOSH, 2024)

635 °F

635 °F

Physical Description · 4 items

Piperazine dihydrochloride appears as white to cream-colored needles or powder. Mp: 318-20 °C (with decomposition).

White to cream-colored needles or powder; [NIOSH]

White to cream-colored needles or powder.

White to cream-colored needles or powder.

Stability/Shelf Life · 2 items

STABLE @ TEMP TO 270 °C & IN NEUTRAL OR ACID MEDIA

Stability of piperazine can be accomplished by use of its simple salts, /including hydrochloride/, which are more stable than the piperazine base.

Physicochemical properties

Melting point
320 °C · 320°C(dec.)(lit.)
Boiling point
262.01 °C · 262.01°C (rough estimate)
Density
1.3011 · 1.3011 (rough estimate)
refractive index
1.63 · 1.6300 (estimate)
storage temp.
Inert atmosphere,Room Temperature
solubility
Water

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H315: Causes skin irritation [Warning Skin corrosion/irritation];H317: May cause an allergic skin reaction [Warning Sensitization, Skin];H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation];H334: May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory];H361fd: Suspected of damaging fertility; Suspected of damaging the unborn child [Warning Reproductive toxicity];H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P233, P260, P261, P264, P264+P265, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 3 items

Chemical: Piperazine, dihydrochloride

Hazard Traits - Respiratory Toxicity;Authoritative List - EC Annex VI Resp. Sens. - Cat. 1;Report - if used as a fragrance or flavor ingredient

Piperazine dihydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Piperazine salts: Human health tier II assessment
Health Hazards · 1 item

Excerpt from NIOSH Pocket Guide for Piperazine dihydrochloride:;Exposure Routes: Inhalation, skin absorption, ingestion, skin and/or eye contact;Symptoms: Irritation eyes, skin, respiratory system; skin burns, sensitization; asthma; gastrointestinal upset, headache, nausea, vomiting, incoordination, muscle weak;Target Organs: Eyes, skin, respiratory system, central nervous system (NIOSH, 2024)

Hazards Summary · 1 item

Piperazine dihydrochloride is well tolerated as an oral medication at a dose of 150 mg/kg for several days. Skin burns, allergic contact dermatitis, and asthma have been reported after occupational exposures to piperazine dust. [ACGIH] Piperazine, CAS # 110-85-0, is corrosive to skin. [Quick CPC] Asthma reported in pharmaceutical and chemical production workers; [Malo] Allergic contact dermatitis reported in pharmaceutical, laboratory, healthcare, and veterinary workers; [Kanerva, p. 1827] See Piperazine and salts.

FDA Requirements · 1 item

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

Reactive GroupSalts, Acidic

Safety & protection

First Aid · 2 items

Excerpt from NIOSH Pocket Guide for Piperazine dihydrochloride:;Eye: IRRIGATE IMMEDIATELY - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: WATER FLUSH IMMEDIATELY - If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water. Get medical attention promptly.;Breathing: RESPIRATORY SUPPORT - If a person breathes large amounts of this chemical, move the exposed person to fresh air at once. If breathing has stopped, perform artificial respiration. Keep the affected person warm and at rest. Get medical attention as soon as possible.;Swallow: MEDICAL ATTENTION IMMEDIATELY - If this chemical has been swallowed, get medical attention immediately. (NIOSH, 2024)

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Water flush immediately - If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water. Get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 5 items

If material not on fire and not involved in fire: Keep sparks, flames, and othersources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. /Piperazine/

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing. /Piperazine/

The worker should immediately wash the skin when it becomes contaminated.

Work clothing that becomes wet or significantly contaminated should be removed and replaced.

Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.

Respirator RecommendationsImportant additional information about respirator selection
Threshold Limit Values (TLV) · 3 items

8 hr Time Weighted Avg (TWA): 5 mg/cu m.

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded.

0.03 ppm (inhalable fraction and vapor) [2011]

Permissible Exposure Limit (PEL)none See Appendix G

Toxicology

Interactions · 1 item

IN ISOLATED FROG & RABBIT HEARTS PIPERAZINE PRODUCED BIPHASIC EFFECT WITH INITIAL NEG INOTROPIC ACTION FOLLOWED BY POS INOTROPIC ACTION. FORMER PHASE WAS ANTAGONIZED BY ATROPINE, HEXAMETHONIUM & DIGOXIN. DIRECT ACTION ON THE HEART IS SUGGESTED. /PIPERAZINE HYDROGEN CHLORIDE/

Target OrgansEyes, skin, respiratory system, central nervous system
Adverse EffectsDermatotoxin - Skin burns.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Exposure Routesinhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptomsirritation eyes, skin, respiratory system; skin burns, sensitization; asthma; gastrointestinal upset, headache, nausea, vomiting, incoordination, muscle weak
Human Toxicity Excerpts · 4 items

... SIDE EFFECTS ... INCL HEADACHES, NAUSEA, VOMITING, DIARRHEA, LETHARGY, TREMOR, INCOORDINATION, MUSCULAR WEAKNESS ... & VAGUE OCULAR DISTURBANCES. /PIPERAZINE SALTS/

LOSS OF CONSCIOUSNESS, DYSARTHRIA, APRAXIA, CLONIC SPASMS, TREMOR, MUSCULAR WEAKNESS, DROPPING OF OBJECTS, INABILITY TO THINK CLEARLY &/OR HALLUCINATIONS SEEN IN 35 YR OLD PT WITH TERMINAL RENAL FAILURE TAKING 30 MG PIPERAZINE HEXAHYDRATE/KG BODY WT/DAY FOR 10 DAYS. /PIPERAZINE HEXAHYDRATE/

SEVERE ILLNESS OCCURRED IN A 25 YR OLD WOMAN AFTER ADMIN OF PIPERAZINE ON 2 SEPARATE OCCASIONS. EVIDENCE FAVORS A HYPERSENSITIVITY MECHANISM RATHER THAN A DIRECT TOXIC EFFECT OF DRUG OR ITS METABOLITES. /PIPERAZINE/

ACUTE HUMAN EXPOSURES HAVE RESULTED IN MILD TO MODERATE SKIN BURNS & SENSITIZATION. MILD TO MODERATE ASTHMA HAS BEEN ASSOCIATED WITH INHALATION OF DUST.

Regulatory information

Regulatory Information · 3 items

Chemical: Piperazine, dihydrochloride

Hazard Traits - Respiratory Toxicity;Authoritative List - EC Annex VI Resp. Sens. - Cat. 1;Report - if used as a fragrance or flavor ingredient

Piperazine dihydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

FDA Requirements · 1 item

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

Safety data

F
3-10
OEB
B
OEL
TWA: 5 mg/m3
wgk
WGK 2
tsca
TSCA listed
rtecs
TL4025000

Chemistry & industry

Pharmacology

Mechanism of ActionANTHELMINTIC ACTION IS BY NARCOTIZING AND IMMOBILIZING INTERNAL PARASITES.
Metabolism/MetabolitesPIPERAZINE IS PARTLY METABOLIZED IN AN UNKNOWN MANNER IN MAN, SINCE ONLY 15% OF 2 G DOSES ARE EXCRETED UNCHANGED. /PIPERAZINE/
MeSH Pharmacological ClassificationSubstances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
Absorption, Distribution and ExcretionNOT ABSORBED THROUGH SKIN IN ACUTE TOXIC AMT.

Uses & manufacturing

Uses · 6 items

Used to manufacture fibers, pharmaceuticals, and insecticides; [ACGIH] Used as a veterinary anthelmintic medication and a curing agent for polychloroprene; [HSDB]

Plastic Composites Manufacturing [Category: Industry]

MEDICATION (VET)

MEDICATION

CHEM INT FOR ANTIHISTAMINES

USED IN MAKING INSECTICIDES & FIBERS

U.S. Production · 2 items

(1972) 8.3X10+8 GRAMS

(1975) 7.14X10+8 GRAMS

Consumption PatternsESSENTIALLY 100% FOR ANTHELMINTIC USE (1976)
Methods of ManufacturingCYCLIZATION OF ETHYLENEDIAMINE IN THE PRESENCE OF A METALLIC HYDROGENATION CATALYST, FOLLOWED BY REACTION WITH HYDROCHLORIC ACID
Formulations/Preparations · 3 items

PIPERAZINE DIHYDROCHLORIDE 53% BASE /IS/ POPULAR IN DRY FEED OR DRINKING WATER /ANTHELMINTIC/ MEDICATION.

PIPERTAB 2: COMPOSITION: EACH TABLET CONTAINS: PIPERAZINE DIHYDROCHLORIDE EQUIVALENT TO 50 MG PIPERAZINE BASE. ... AVAILABLE IN 500 TABLET BOTTLES. PIPERTAB 10: COMPOSITION: EACH TABLET CONTAINS: PIPERAZINE DIHYDROCHLORIDE EQUIVALENT TO 250 MG PIPERAZINE BASE.

52% piperazine base grades

Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Applications · 4 items

UsesIt is used as a one day wormer, either in water or feed, for the control of Round worms in poultry, swine, and horses. It also controls nodular worms in swine, and small strongyles in horses.

UsesIn the manufacture of fibers, pharmarceuticals, and insecticides.

UsesPiperazine Dihydrochloride is an anthelmintic agent used in the treatment of parasitic worms in animals.

General DescriptionWhite to cream-colored needles or powder. Mp: 318-20°C (with decomposition).

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京凯美西化工有限公司02558748998 18951874644 · [email protected]

Related reactions

6 records

Linked notes

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