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Isoamyl Nitrite

HCID 8053
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Basic information

CAS
110-46-3
Standard SMILES
CC(C)CCON=O
InChIKey
OWFXIOWLTKNBAP-UHFFFAOYSA-N
Molecular formula
C5H11NO2
Average molar mass
117.15 g/mol
Monoisotopic mass
117.07897859

Names & identifiers

Preferred name
Isoamyl Nitrite
IUPAC
3-methylbutyl nitrite
English name
Isoamyl nitrite
Molecular formula
C5H11NO2
Molecular weight
117.15

Names & synonyms

ISOAMYL NITRITEIsopentyl nitrite110-46-33-Methylbutyl nitriteVaporoleAmilnitriteAspiralNitrous acid, 3-methylbutyl ester3-Methylbutanol nitritePentanoli nitrisNitrous acid, isopentyl esterIsopentyl alcohol, nitrite
Show more names
AMYL NITRITEamylamyl nitrite, mixed isomersIsoamyl nitrite,97%,stabilizedIsoaMyl nitrite, 96%, stabilizedIsopentyl nitrite, 97%, stab. with 0.2% anhyd. sodium carbonate
Amyl nitrosumDTXSID90254555N0U5TUC9ZNSC-7903CHEBI:2691DTXCID402605Nitrite, AmylRefChem:54193

Database identifiers

CAS
110-46-3、8017-89-8
PubChem CID
8053
DTXSID
DTXSID9025455
ChEMBL
CHEMBL1535371
ChEBI
CHEBI:2691
UNII
5N0U5TUC9Z
EC Number
203-770-8
Nikkaji
J5.092J

Properties

Computed structural propertiesFilling in

XLogP
1.7
Topological polar surface area
38.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
8
Formal charge
0
Complexity
63

Experimental & physicochemical properties

OdorPenetrating fragrant, somewhat fruity odor
TastePungent, aromatic taste
Density · 4 items

0.8528 at 68 °F (NTP, 1992) - Less dense than water; will float

0.875 @ 25 °C

Relative density (water = 1): 0.875

0.8828 @ 20°C

Color/FormYellowish, transparent liquid
Solubility · 4 items

less than 0.1 mg/mL at 64 °F (NTP, 1992)

MISCIBLE WITH ETHER, ALCOHOL, CHLOROFORM

Very slightly soluble in water

Solubility in water: none

Flash Point · 2 items

less than 69 °F (NTP, 1992)

3 °C

Boiling Point · 5 items

205 to 210 °F at 760 mmHg (NTP, 1992)

99.2 °C

99.2 °C

97-99 °C

99.2 °C @760 [mm Hg]

Vapor Density · 2 items

4.0 (Air=1)

Safety & regulation

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

GHS classification

GHS Classification · 6 items

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H302: Harmful if swallowed [Warning Acute toxicity, oral];H332: Harmful if inhaled [Warning Acute toxicity, inhalation]

P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P317, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Danger

Hazard information

Regulatory Information · 3 items

Status: Active Update: 26-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27335;Status: Active Update: 10-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30183

Nitrous acid, 3-methylbutyl ester: HSNO Approval: HSR001086 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Nitrous acid, 3-methylbutyl ester: Environment tier I assessment;IMAP assessments - Nitrous acid, 3-methylbutyl ester: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 items

This chemical is flammable. (NTP, 1992)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Chemistry & industry

Pharmacology

ATC Code · 2 items

V - Various;V03 - All other therapeutic products;V03A - All other therapeutic products;V03AB - Antidotes;V03AB22 - Amyl nitrite

QV - Various;QV03 - All other therapeutic products;QV03A - All other therapeutic products;QV03AB - Antidotes;QV03AB22 - Amyl nitrite

Pharmacodynamics · 1 item

Amyl nitrite, in common with other alkyl nitrites, is a potent vasodilator. It expands blood vessels, resulting in lowering of the blood pressure. Alkyl nitrite functions as a source of nitric oxide, which signals for relaxation of the involuntary muscles. Adverse effects are related to this pharmacological activity and include hypotension, headache, flushing of the face, tachycardia, dizziness, and relaxation of involuntary muscles, especially the blood vessel walls and the anal sphincter.

Mechanism of Action · 1 item

Amyl nitrite's antianginal action is thought to be the result of a reduction in systemic and pulmonary arterial pressure (afterload) and decreased cardiac output because of peripheral vasodilation, rather than coronary artery dilation. Amyl nitrite is a source of nitric oxide, which accounts for the mechanism described above. As an antidote (to cyanide poisoning), amyl nitrite promotes formation of methemoglobin, which combines with cyanide to form nontoxic cyanmethemoglobin.

Metabolism/Metabolites · 2 items

Hepatic. The drug is metabolized rapidly, probably by hydrolytic denitration; approximately one-third of the inhaled amyl nitrite is excreted in the urine.

Amyl nitrite ... probably is rapidly hydrolyzed to isoamyl alcohol and nitrite ion.

MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Absorption, Distribution and Excretion · 3 items

Amyl nitrite vapors are absorbed rapidly through the pulmonary alveoli, manifesting therapeutic effects within one minute after inhalation.

Amyl nitrite is readily absorbed via the respiratory tract...

Approx 1/3 of the inhaled amy nitrite is excreted in the urine.

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Page 1 of 166

Compound notes

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Relative vapor density (air = 1): 4.0

Vapor Pressure · 2 items

26.3 [mmHg]

Vapor pressure, kPa at 20 °C: 3.5

Refractive IndexIndex of refraction: 1.3918 @ 20 °C
Physical Description · 4 items

Isoamyl nitrite is a clear yellow liquid. (NTP, 1992)

Yellowish transparent liquid with a penetrating, somewhat fruity odor; Unstable, decomposed by light and air; [Merck Index] Colorless liquid; [MSDSonline]

Liquid

YELLOW LIQUID WITH CHARACTERISTIC ODOUR.

Stability/Shelf Life · 2 items

Unstable and decomposition on exposure to air and light.

MOISTURE ACCELERATES DECOMP

Physicochemical properties

Melting point
-80 °C · <-80°C
Boiling point
99 °C · 99 °C(lit.)
Density
0.872 g/mL · 0.872 g/mL at 25 °C(lit.)
vapor pressure
35 · 35-59.995hPa at 20-25℃
refractive index
20 · n20/D 1.386(lit.)
Flash point
50 °F · 50 °F
storage temp.
15 °C · Store at +15°C to +25°C.
solubility
Chloroform (Soluble), Methanol (Slightly)
form
Liquid
color
Clear yellow
Water Solubility
0.01 g/100 · <0.01 g/100 mL at 18 ºC
Sensitive
Air & Light Sensitive
Merck
14 · 14,5123
BRN
969510 · 969510
Stability
Unstable. Air and light sensitive. Flammable. Forms explosive mixtures with air or oxygen. Incompatible with oxidizing agents, reducing agents.
Major Application
diagnostic assay manufacturinghematologyhistology
InChI
1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3
InChIKey
OWFXIOWLTKNBAP-UHFFFAOYSA-N
SMILES
CC(C)CCON=O
LogP
2.45 · 2.45-2.85
CAS DataBase Reference
110 · 110-46-3(CAS DataBase Reference)
FDA 21 CFR
250.102 · 250.102
EWG's Food Scores
1 · 1
FDA UNII
5 N0U5TUC9Z · 5N0U5TUC9Z
ATC code
3 AB22 · V03AB22
NIST Chemistry Reference
Amyl Nitrite(110-46-3)
EPA Substance Registry System
Isoamyl nitrite (110-46-3)
UNSPSC Code
12352108 · 12352108
NACRES
47 · NA.47
Symbol(GHS)
2 · GHS02,GHS06,GHS08
Signal word
Danger
Hazard statements
331 · H331-H302-H370-H225
Precautionary statements
501 · P501-P270-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P312+P330-P304+P340+P311-P403+P233-P403+P235-P405
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
F,Xn
Risk Statements
11 · 11-20/22
Safety Statements
16 · 16-24-46
RIDADR
1113 · UN 1113 (AMYL NITRITE)
WGK Germany
1 · 1
RTECS
187500 · NT0187500
F
1 · 1-8-9
Autoignition Temperature
208 °C · 208 °C
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29209090 · 29209090
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
4 InhalationAcute · Acute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 2Muta. 2Skin Corr. 1BSkin Sens. 1
Hazardous Substances Data
110 · 110-46-3(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 505 mg/kg
REACH Registrations
Active
Limited Quantities
1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Highly flammable. Many reactions may cause fire or explosion. Heating will cause rise in pressure with risk of bursting. Vapour/air mixtures are explosive.

Fire Potential · 2 items

Moderate, when exposed to heat or flame or by spontaneous chemical reaction...can react with oxidizing...material.

Caution--amyl nitrite is very flammable. Do not use where it may be ignited.

Health Hazards · 2 items

SYMPTOMS: Exposure to this chemical can cause flushing of the skin, rapid pulse, headache, dizziness, weakness and a drop in blood pressure.;ACUTE/CHRONIC HAZARDS: This chemical is readily absorbed through the skin. It forms explosive mixtures with air; therefore, all sources of ignition should be eliminated before opening the container. (NTP, 1992)

· May cause toxic effects if inhaled or absorbed through skin.;· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

Hazards Summary · 1 item

Flammable liquid that forms explosive mixture with air or oxygen; [Merck Index] May be absorbed through skin; Can induce methemoglobinemia; [ICSC] Inhalation of one crushable ampule produces vasodilation and a methemoglobin level of about 5%. IV administration of a single dose produces a methemoglobin level of about 15-20%. IV administration can cause hypotension and potentially fatal methemoglobinemia; [Olson, p. 592]

DOT ID and Guide1113 129
Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
EC ClassificationSymbol: F, Xn; R: 11-20/22; S: (2)-16-24-46
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable

Safety & protection

Fire Fighting · 2 items

Fires involving this material can be controlled with a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)

Use water spray, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures · 4 items

Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 2 items

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. Volatile chemicals have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

Safe StorageFireproof. Separated from strong oxidants. Cool. Well closed.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.
Fire Fighting ProceduresAlcohol foam...
Storage Conditions · 2 items

Amyl nitrite inhalant should be packaged in unit-dose containers, wrapped loosely in gauze or other suitable material, and stored at 2-15 °C. A stabilizer, such as diphenylamine or epoxolol, is added to the commercially available products. The drug should be protected from light.

MATERIAL...STORED IN /COOL/ PLACES...PROVIDE ADEQUATE VENTILATION...LOCATE STORAGE AREA...AWAY FROM AREAS OF FIRE HAZARD... HIGHLY FLAMMABLE IE REDUCING OR EASILY OXIDIZED MATERIALS MUST BE KEPT APART FROM...OXIDIZING AGENTS, MATERIALS...SUSCEPTIBLE TO SPONTANEOUS HEATING...

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)

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.

Spillage Disposal · 1 item

Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Ventilation. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Isolation and Evacuation · 2 items

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet).;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

Immediate precautionary measure;· Isolate spill or leak area for at least 50 meters (150 feet) in all directions.;Large Spill;· Consider initial downwind evacuation for at least 300 meters (1000 feet).;Fire;· If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions.

Toxicology

Interactions...Its effect can be antagonized by any drug that can activate smooth muscle under consideration. Thus, nitrite is functional antagonist of norepinephrine, acetylcholine, histamine... /nitrite/
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Exposure RoutesThe substance can be absorbed into the body by inhalation and through the skin.
Signs and Symptoms · 3 items

Blue lips, fingernails and skin. Confusion. Convulsions. Dizziness. Headache. Sweating. Nausea. Unconsciousness. Vomiting. Flushing of the face. Symptoms may be delayed.

MAY BE ABSORBED!

See Inhalation.

Human Toxicity Excerpts · 2 items

/HUMAN EXPOSURE STUDIES/ Adverse effects from nitrate and nitrite overdosage are extensions of the pharmacologic action of the drugs, namely the capacity to induce vasodilation, venous pooling, reduced cardiac output, and hypotension. Nitrate and nitrite overdosage may result in severe hypotension, tachycardia, bradycardia, heart-block, palpitation, death secondary to circulatory collapse, confusion, fever, syncope (especially in upright posture), persistent throbbing headache, visual disturbances, increased intracranial pressure, paralysis, and coma followed by seizures, flushing and diaphoresis, cold and clammy skin, nausea and vomiting, colic and diarrhea, dyspnea, and methemoglobinemia. /Nitrates and nitrites/

/HUMAN EXPOSURE STUDIES/ Heart rate responses to inhalation of amyl nitrite by patient during acute adrenergic beta blockade with iv propranolol varied greatly from patient to patient but because of its marked hypotensive effect it proved to be very potent stimulus for heart rate incr.

Non-Human Toxicity Excerpts · 3 items

/LABORATORY ANIMALS: Acute Exposure/ Inhalation of small amt of vapor causes ...in some... animals slight momentary rise in intraocular pressure.

/LABORATORY ANIMALS: Acute Exposure/ Liq amyl nitrite tested on normal rabbit eyes causes only slight superficial injury.

/GENOTOXICITY/ Isoamyl nitrite was found to be positive when tested for mutagenicity using the Salmonella/microsome preincubation assay, using the standard protocol approved by the National Toxicology Program (NTP). Isoamyl nitrite was tested in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat and hamster liver S-9, at doses of 0.010, 0.033, 0.100, 0.333, 1.000, 3.333, and 6.666 mg/plate. The lowest positive dose tested in any S. typhimurium strain was 0.100 mg/plate in strain TA1535 with 10% rat liver S-9. Slight to total clearing of the background bacterial lawn was exhibited in cultures containing the two highest doses.

Antidote and Emergency Treatment · 4 items

Emergency and supportive measures: Maintain an open airway and assist ventilation if necessary. Administer supplemental oxygen. Treat hypotension with supine positioning. Intravenous crystalloid fluids, and low-dose pressors if needed. Monitor vital signs and ECG for 4-6 hours. /Nitrates and nitrites/

Specific drugs and antidotes: Symptomatic methemoglobinemia may be treated with methylene blue. /Nitrates and nitrites/

Decontamination: Inhalation: Remove victims from exposure and administer supplemental oxygen if available. Skin and eyes: Remove contaminated clothing and wash with copious soap and water. Irrigate exposed eyes with water or saline. Ingestion: Prehospital: Administer activated charcoal if available. Hospital: Administer activated charcoal. Gastric emptying is not necessary for small ingestions if activated charcoal can be given promptly. /Nitrates and nitrites/

Enhanced elimination: Hemodialysis and hemoperfusion are not effective. Severe methemoglobinemia in infants not responsive to methylene blue therapy may require exchange transfusion. /Nitrates and nitrites/

Toxicity DataLC50 (rat) = 716 ppm/4h

Regulatory information

Regulatory Information · 3 items

Status: Active Update: 26-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27335;Status: Active Update: 10-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30183

Nitrous acid, 3-methylbutyl ester: HSNO Approval: HSR001086 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Safety data

F
1-8-9
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
NT0187500
ridadr
UN 1113 (AMYL NITRITE)
hs_code
29209090
Toxicity
LD50 orally in Rabbit: 505 mg/kg
risk_code
11-20/22
Signal word
Danger
Symbol(GHS)
GHS02,GHS06,GHS08
hazard_code
F,Xn
safety_code
16-24-46
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H331-H302-H370-H225
Limited Quantities
1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralEye Dam. 1Flam. Liq. 2Muta. 2Skin Corr. 1BSkin Sens. 1
Autoignition Temperature
208 °C
Precautionary statements
P501-P270-P240-P260-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P308+P311-P303+P361+P353-P301+P312+P330-P304+P340+P311-P403+P233-P403+P235-P405
Hazardous Substances Data
110-46-3(Hazardous Substances Data)
Cellular LocationsMembrane

Uses & manufacturing

Uses · 5 items

Used in perfumes and to make diazonium compounds; Also used as a drug (vasodilator for angina and antidote for hydrogen cyanide poisoning); [HSDB]

Used in perfumes; preparation of diazonium compounds

Used as a vasodilator in angina therapy in the treatment of hydrogen cyanide and hydrogen sulfide poisonings, and as an industrial chemical and perfume scent

MEDICATION

MEDICATION (VET)

U.S. Exports · 3 items

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Imports · 3 items

(1972) No Data

(1975) No Data

(1986) No Data

U.S. Production · 3 items

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1986) No Data

Consumption Patterns100% AS A CARDIOVASCULAR DILATOR (1973)
Methods of Manufacturing · 2 items

Reaction of isoamyl alcohol and nitrous acid.

Prepared by nitrosation of isopentyl alcohol ... .

Formulations/Preparations · 3 items

LIQ IN 0.18 & 0.3 ML CONTAINERS. DRUG MARKETED UNDER GENERIC NAME.

Grades: NF (75% min); technical

Usually a mixture of isomers

General Manufacturing Information · 2 items

Nitrous acid, 3-methylbutyl ester: ACTIVE

Incompatibilities: alcohol, antipyrine, caustic alkalies, alkaline carbonates, potassium iodide, bromides, ferrous salts.

Applications · 6 items

UsesIt is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent. Isobutyl nitrite ester is a drug that is the the fastest short-acting nitrates vasodilator. It is also used as hydrocyanic acid and its salts poisoning antidote.Vasodilators, for the treatment of angina pectoris, also it is used for cyanide poisoning; it is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent.

DescriptionAmyl nitrite had been used clinically as early as 1867, when the Scottish physician Sir Thomas Brunton used it as a vasodilator as treatment for angina pectoris in his patients. In the late 1880s, a protective effect on cyanide toxicity in canines was noted when amyl nitrite was inhaled postexposure. Amyl nitrite has been used clinically in a multicomponent cyanide antidote kit and is also a recreational drug of abuse (‘poppers’).

UsesIsopentyl nitrite is used in the conversion of 2,6-disubstituted phenols to diphenoquinones and aminophenols to quinone diazides. It acts as an oxidant and nitrosating agent. It finds application in aromatic arylation, deamination of arylamines using tetrahydrofuran as a hydrogen donor. It is also useful for the preparation of benzyne using anthranilic acid. It is an antihypertensive and vasodilator to treat heart diseases such as angina and an antidote for cyanide poisoning. Further, it is used as a solvent and cleaning agent for a printed circuit board. In addition to this, it is considered to be a replacement for freon.

UsesIsoamyl nitrite is a light yellow, transparent liquid with a pleasant, fragrant, fruity odor. Amyl nitrite was introduced to medicine in 1859 and has been under considerable pharmacological investigation since that time. Its major use was for treating angina pectoris through its vasodilative effect on the coronary arteries. However, this effect is transient, and nitroglycerin and longer acting nitrates have largely replaced it. Amyl nitrite has been most helpful in clarifying the differential diagnosis of murmurs. For example, left ventricular outflowobstruction increases followingamyl nitrite administration. Mitral regurgitation decreases following amyl nitrite as does the apical diastolic rumble of mitral stenosis. The Austin–Flint rumble decreases followingamyl nitrite as does a ventricular septal defect and acyanotic tetralogy of Fallot. Pulmonic stenosis increases as does isolated valvular pulmonary stenosis following amyl nitrite. Isoamyl nitrite has also been reportedly used for inhalation abuse. The symptoms following inhalation of large doses by humans are flushing of the face, pulsatile headache, disturbing tachycardia, cyanosis (methemoglobinemia), weakness, confusion, restlessness, faintness, and collapse, particularly if the individual is standing. The symptoms are usually of short duration. Industrial intoxication has not been reported.

UsesVasodilator.

General DescriptionClear yellow liquid.

Preparation methods

PreparationIsoamyl nitrite is produced from iso-Amyl alcohol, Sodium nitrite, water and diluted Sulfuric acid.

Upstream & downstream products

Upstream raw materials

3-Methyl-1-butanolSodium carbonate

Downstream products

(5-Fluoropyridin-3-yl)methanol ,97%2-Acetamido-5-fluoropyridineMETHYL 5-FLUOROPYRIDINE-3-CARBOXYLATE2-Chloro-5-fluoropyridineETHYL 5-FLUORONICOTINATE5-Fluoronicotinic acid3-Amino-5-fluoropyridineN,N-Diethyl-4-nitrosoanilineNitrotetrazolium blue chloride2-Amino-5-fluoropyridine1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE2-CHLORO-5-FLUOROISONICOTINIC ACID2-CHLORO-2-HYDROXYIMINOACETIC ACID ETHYL ESTER3-Fluoro-5-methylpyridine2-broMo-5-cyclopropylpyridineDIISOAMYLAMINEN-NITROSO-N-ETHYLANILINEISOAMYL NITRATES-NITROSOGLUTATHIONE

Additional notes

DefinitionChEBI: Isoamyl nitrite is a nitrite ester having isopentyl as the alkyl group. It has a role as a vasodilator agent and an antihypertensive agent. It derives from an isoamylol.