Capsaicin (404-86-4),Capsaicin (404-86-4) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
Capsaicin
CAS No.:
404-86-4
Molecular Structure:
Formula:
C₁₈H₂₇NO₃
Molecular Weight:
305.42
Deleted CAS:
912457-62-6
Synonyms:
Styptysat;6-Nonenamide, 8-methyl-N-vanillyl-, (E)- (8CI);8-Methyl-N-vanillyl-6-nonenamide, (E)-;6-Nonenamide, N-[ (4-hydroxy-3-methoxyphenyl)methyl]-8-methyl-, (E)-;trans-8-Methyl-N-vanillyl-6-nonenamide;6-Nonenamide,N-[(4-hydroxy-3-methoxyphenyl) methyl]-8-methyl-,(6E)-;Capsaicin (JAN/USP);N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide;(E)-N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide;(E)-N-((4-Hydroxy-3-methoxyphenyl)-methyl)-8-methyl-6-nonenamide;Zostrix;Capsaicin [USAN];6-Nonenamide, 8-methyl-N-vanillyl-, (E)-;6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (6E)-;Prestwick_204;Capsaicin [in oleoresin of capsicum];EPA Pesticide Chemical Code 070701;6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (E)-;FEMA No. 3404;Zostrix (TN);Ratden PE 40;N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide, (E)-;N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide;(E)-8-Methyl-N-vanillyl-6-nonenamide;
EINECS:
206-969-8
Density:
1.041 g/cm³
Melting Point:
62-65 °C(lit.)
Boiling Point:
511.5 °C at 760 mmHg
Flash Point:
263.1 °C
Solubility:
insoluble in water
Appearance:
Off-white crystalline solid
Hazard Symbols:
T, T+
Risk Codes:
25-37/38-41-42/43-36/37/38
Safety Description:
22-26-28-36/39-45-36/37/39 Details
Transport Information:
UN 2811 6.1/PG 2
particular:
particular

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Chemistry

Molecular Structure:

Molecular Formula: C₁₈H₂₇NO₃
Molecular Weight: 305.4119
IUPAC Name: (E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
Synonyms of Capsaicin (CAS NO.404-86-4): (E)-8-Methyl-N-vanillyl-6-nonenamide ; (E)-N-((4-Hydroxy-3-methoxyphenyl)-methyl)-8-methyl-6-nonenamide ; 4-13-00-02588 (Beilstein Handbook Reference) ; 6-Nonenamide, (E)-N-((4-hydroxy-3-methoxy-phenyl)methyl)-8-methyl ; 6-Nonenamide, 8-methyl-N-vanillyl-, (E)- ; 6-Nonenamide, N-((4-hydroxy-3-methoxyphenyl)methyl)-8-methyl-, (E)- ; 8-Methyl-N-vanillyl-6-nonenamide, (E)- ; BRN 2816484 ; CCRIS 1588 ; Capsaicine ; Caswell No. 158 ; EINECS 206-969-8 ; EPA Pesticide Chemical Code 070701 ; FEMA No. 3404 ; HSDB 954 ; Isodecenoic acid vanillylamide ; N-((4-Hydroxy-3-methoxyphenyl)methyl)-8-methyl-6-nonenamide, (E)- ; N-(4-Hydroxy-3-methoxybenzyl)-8-methylnon-trans-6-enamide ; NCI-C56564 ; NSC 56353 ; Qutenza ; Styptysat ; UNII-S07O44R1ZM ; trans-8-Methyl-N-vanillyl-6-nonenamide
CAS NO: 404-86-4
Classification Code: Analgesic [topical] ; Antineuralgic, specific pain syndromes, topical ; Antipruritics ; Dermatologic Agents ; Mutation data ; Natural Product ; Peripheral Nervous System Agents ; Sensory System Agents ; Tumor data
Melting point: 62-65 °C
Index of Refraction: 1.523
Molar Refractivity: 89.69 cm³
Molar Volume: 293.1 cm³
Surface Tension: 38.7 dyne/cm
Density: 1.041 g/cm³
Flash Point: 263.1 °C
Enthalpy of Vaporization: 81.2 kJ/mol
Boiling Point: 511.5 °C at 760 mmHg
Vapour Pressure: 4.41E-11 mmHg at 25°C

History

The molecule of capsaicin was first isolated in crystalline form in 1816 by P. A. Bucholz and again 30 years later by L.T. Thresh, who gave it the name "capsaicin". In 1878, the Hungarian doctor Endre Hogyes isolated it and proved that it not only caused the burning feeling when in contact with mucous membranes but also increased secretion of gastric juice. Capsaicin was first synthesized in 1930 by E. Spath and S. F. Darling.

Uses

Capsaicin (CAS NO.404-86-4) is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intravenous	1600ug/kg (1.6mg/kg)		FAO Nutrition Meetings Report Series. Vol. 48A, Pg. 60, 1970.
guinea pig	LD50	intraperitoneal	1100ug/kg (1.1mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: EXCITEMENT	Toxicon. Vol. 18, Pg. 215, 1980.
hamster	LD50	intraperitoneal	> 120mg/kg (120mg/kg)		Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	intramuscular	7800ug/kg (7.8mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	intraperitoneal	6500ug/kg (6.5mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	intratracheal	1600ug/kg (1.6mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	intravenous	400ug/kg (0.4mg/kg)		Yakhak Hoe Chi. Journal of the Pharmaceutical Society. Vol. 25(3), Pg. 101, 1981.
mouse	LD50	oral	47200ug/kg (47.2mg/kg)		Yakhak Hoe Chi. Journal of the Pharmaceutical Society. Vol. 25(3), Pg. 101, 1981.
mouse	LD50	rectal	> 218mg/kg (218mg/kg)		Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	skin	> 512mg/kg (512mg/kg)		Toxicon. Vol. 18, Pg. 215, 1980.
mouse	LD50	subcutaneous	9000ug/kg (9mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: EXCITEMENT	Toxicon. Vol. 18, Pg. 215, 1980.
rabbit	LD50	intraperitoneal	> 50mg/kg (50mg/kg)		Toxicon. Vol. 18, Pg. 215, 1980.
rat	LD50	intraperitoneal	9500ug/kg (9.5mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Toxicon. Vol. 18, Pg. 215, 1980.

Safety Profile

Hazard Codes of Capsaicin (CAS NO.404-86-4): Toxic T, Very T+
Risk Statements: 25-41-42/43-36/37/38
R25: Toxic if swallowed.
R41: Risk of serious damage to the eyes.
R42/43: May cause sensitization by inhalation and skin contact.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-28-45-36/37/39
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28: After contact with skin, wash immediately with plenty of soap-suds.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: RA8530000
F: 10-21
HazardClass: 6.1(a)
PackingGroup: II